Freesia fragrance compound, preparation method thereof and freesia fragrance type fragrance base

Abstract

The present application relates to the field of essence and flavor technology, and particularly relates to a hyacinth aroma compound, a preparation method thereof and a hyacinth fragrance base, the hyacinth aroma compound has the following structural formula: the hyacinth aroma compound is 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzene propanal, which has the characteristics of the flower fragrance of hyacinth, has the advantages of obvious aroma, high molecular weight, long lingering time, good stability and the like. The preparation method of the hyacinth aroma compound has high production efficiency, is convenient to control and is beneficial to industrial production. The hyacinth fragrance base has the characteristics of the flower fragrance of hyacinth by adding the hyacinth aroma compound, has obvious aroma, long lingering time and good stability.

Description

TECHNICAL FIELD

[0001] The present application relates to the chemical technology field, and in particular to a hyacinth fragrance compound, a preparation method thereof and a hyacinth fragrance base. BACKGROUND

[0002] Hyacinth is a perennial bulbous plant of the genus Hyacinthus in the Liliaceae family, which is widely cultivated in China as an ornamental plant and is also loved by people for its fragrant aroma. The aroma of hyacinth is often described as fresh, sweet, rich and elegant. The fragrance is most concentrated in late spring and early summer, and when the hyacinth flowers bloom, their fragrance can be carried by the wind, bringing people a pleasant experience. The aroma of hyacinth also has the effects of soothing emotions and improving sleep, and is used in aromatherapy. Therefore, hyacinth essence has important uses and is widely used in various detergents, cosmetics, air fresheners and other daily chemical products. Some compounds commonly used in existing hyacinth essence, such as phenethyl alcohol, phenylpropanol and cinnamic alcohol, all have slight hyacinth aroma characteristics. These compounds have good performance in the top note of the essence due to their small molecular weight and good volatility, but their aroma performance in the body note and base note of the essence is insufficient, resulting in a loss of the richness and naturalness of the hyacinth essence over time. Moreover, these compounds do not have prominent hyacinth aroma characteristics, but rather a rose flower fragrance and a sweet fragrance. Therefore, it is of great significance to research a hyacinth fragrance compound with prominent hyacinth flower fragrance characteristics, long-lasting fragrance, good stability and a wide range of applications. SUMMARY

[0003] In order to overcome the shortcomings and deficiencies in the prior art, the purpose of the present application is to provide a hyacinth fragrance compound and a preparation method thereof. The compound has prominent hyacinth flower fragrance characteristics, is obvious in fragrance, has a high molecular weight, a long-lasting fragrance, good stability and important uses in the field of fragrance modulation. The preparation method of the hyacinth fragrance compound has high production efficiency, is easy to control and is conducive to industrialized production.

[0004] Another purpose of the present application is to provide a hyacinth fragrance base. The hyacinth fragrance base has prominent hyacinth flower fragrance characteristics, is obvious in fragrance, has a long-lasting fragrance and good stability by adding the hyacinth fragrance compound.

[0005] The purpose of the present application is achieved by the following technical solution: a hyacinth fragrance compound has the following structural formula:

[0006]

[0007] The fuchsia fragrance compound can be named as 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzene propanal.

[0008] The fuchsia fragrance compound of the present application has the characteristics of the flower fragrance of fuchsia, and has important application in the field of fragrance modulation, and can be used in daily chemical products such as soap, detergent, skin care and beauty products, air freshener, and can also be applied to paper, plastic, leather, fabric and the like. The compound can be used to prepare a fragrance base, and the fragrance base can be used to prepare a daily chemical fragrance, and can also be directly used as a raw material for preparing a daily chemical fragrance.

[0009] The present application also provides a preparation method of the fuchsia fragrance compound, comprising the following steps:

[0010] Step one: ((4-iodobenzyl)oxy)triisopropylsilane is prepared by using 4-iodobenzyl alcohol, and the structural formula of ((4-iodobenzyl)oxy)triisopropylsilane is as follows:

[0011]

[0012] Step two: ((4-(3,3-dimethoxypropyl)benzyl)oxy)triisopropylsilane is prepared by using ((4-iodobenzyl)oxy)triisopropylsilane, and the structural formula of ((4-(3,3-dimethoxypropyl)benzyl)oxy)triisopropylsilane is as follows:

[0013]

[0014] Step three: 4-(3,3-dimethoxypropyl)benzene methanol is prepared by using ((4-(3,3-dimethoxypropyl)benzyl)oxy)triisopropylsilane, and the structural formula of 4-(3,3-dimethoxypropyl)benzene methanol is as follows:

[0015]

[0016] Step four: 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzene propanal dimethyl acetal is prepared by using 4-(3,3-dimethoxypropyl)benzene methanol, and the structural formula of 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzene propanal dimethyl acetal is as follows:

[0017]

[0018] Step five: 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzene propanal is prepared by using 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzene propanal dimethyl acetal, that is, the fuchsia fragrance compound is obtained.

[0019] Further, the step one, the preparation method of (4-iodobenzyl)oxy)triisopropylsilane includes the following steps:

[0020] A1, take 4-iodobenzyl alcohol into a dry container, pour into dichloromethane and stir until completely dissolved, then add imidazole, cool to 4-6℃, then add triisopropylchlorosilane dropwise, then react at room temperature;

[0021] A2, after the reaction is completed, wash with sodium dihydrogen phosphate solution, separate the organic phase, and recover the solvent by rotary evaporation until the solid is precipitated, cool to-4 to-6℃, continue to precipitate the solid, filter under cold and wash with anhydrous ethanol, then dry to obtain ((4-iodobenzyl)oxy)triisopropylsilane.

[0022] Further, in the step A1, take 0.9-1.1 mol of 4-iodobenzyl alcohol into a dry three-necked flask, pour 900-1100 mL of dichloromethane and stir until completely dissolved, then add 1.8-2.2 mol of imidazole, cool to-4 to-6℃, then add 1.10-1.12 mol of triisopropylchlorosilane dropwise, complete the dropwise addition in 20-40 min, then react at room temperature for 90-150 min.

[0023] Further, in the step A2, after the reaction is completed, wash with 1100-1300 mL of sodium dihydrogen phosphate solution with a concentration of 8-12%, separate the organic phase, and recover the solvent by rotary evaporation until a small amount of solid is precipitated, cool to-4 to-6℃, a large amount of solid can be precipitated, filter under cold and wash with a small amount of anhydrous ethanol, then dry to obtain a light yellow solid, which is ((4-iodobenzyl)oxy)triisopropylsilane.

[0024] Further, the step two, the preparation method of ((4-(3,3-dimethoxypropyl)benzyl)oxy)triisopropylsilane includes the following steps:

[0025] B1, take ((4-iodobenzyl)oxy)triisopropylsilane into anhydrous ether and stir until completely dissolved to obtain solution A; add magnesium turnings and anhydrous ether to a container under nitrogen atmosphere and with stirring and reflux devices, then add 1,2-dibromoethane under stirring, then add solution A dropwise to obtain Grignard reagent;

[0026] B2, take another container under nitrogen atmosphere and with stirring and reflux devices, add anhydrous ether and 1-bromo-3,3-dimethoxypropane to the container, cool to 0℃ with ice water bath, then add Grignard reagent dropwise, the temperature during dropwise addition does not exceed 10℃, after the dropwise addition is completed, react at room temperature for 1-5 h;

[0027] B3, after the reaction, the reaction solution slowly poured into cooling to -4 ~ -5 ℃ dilute hydrochloric acid stirring quenching, quenching period to maintain the temperature does not exceed 0 ℃, liquid-liquid obtained organic phase; liquid-liquid obtained organic phase with sodium bicarbonate solution wash to near neutral before washing with sodium chloride solution, liquid-liquid obtained organic phase; liquid-liquid obtained organic phase rotary evaporation and cooling, solid precipitation, cold suction filter and washed with anhydrous ethanol after drying, get ((4-(3,3-dimethoxypropyl) benzyl) oxy) triisopropylsilane.

[0028] Further, in step B1, take ((4-iodobenzyl) oxy) triisopropylsilane 0.8-1.0 mol is added to anhydrous ether 900-1100 mL stirring to completely dissolved to obtain solution A, ready for use; to dry in a nitrogen atmosphere with temperature meter, stirring device and reflux device four mouth flask is added magnesium turnings 0.9-1.0 mol) and anhydrous ether 180-220 mL, the magnesium turnings are pre-removal of surface oxidation layer; then stirring under 1,2-dibromoethane, water bath heating four mouth flask, dropwise addition of solution A to initiate the reaction, remove the water bath, continue to dropwise addition of solution A, dropwise addition of speed with ether slightly reflux as the criterion; dropwise addition of complete continue to react 1-5 h, to get grignard reagent.

[0029] Further, in step B2, another dry in a nitrogen atmosphere with temperature meter, stirring device and reflux device 3000 mL four mouth flask, to which is added anhydrous ether 280 -320 mL and 1-bromo-3,3-dimethoxypropane 0.9-1.0 mol, ice water bath cooling to 0 ℃, the grignard reagent is added to it, the temperature does not exceed 10 ℃ during dropwise addition, after dropwise addition to room temperature reaction dropwise addition after dropwise addition to room temperature reaction 1-5 h.

[0030] Further, in step B3, after the reaction, the reaction solution slowly poured into cooling to -4 ~ -5 ℃ 2-4% dilute hydrochloric acid stirring quenching, quenching period to maintain the temperature does not exceed 0 ℃; liquid-liquid obtained organic phase with 4-6% sodium bicarbonate solution wash to near neutral before washing with 900-1100 mL 9-11% sodium chloride solution, liquid-liquid obtained organic phase, the obtained organic phase rotary evaporation recovery solvent to precipitate a small amount of solid when cooled to -5 ℃, can precipitate a large amount of solid, cold suction filter and washed with a small amount of anhydrous ethanol after drying, get light yellow solid, ((4-(3,3-dimethoxypropyl) benzyl) oxy) triisopropylsilane.

[0031] Further, in step three, the preparation method of 4-(3,3-dimethoxypropyl) benzyl alcohol includes the following steps:

[0032] C1, take ((4-(3,3-dimethoxypropyl) benzyl) oxy) triisopropylsilane into the container, pour into tetrahydrofuran stirring until completely dissolved, dropwise add the solution containing tetrabutylammonium fluoride in tetrahydrofuran, after dropping, continue to react at room temperature for 50-80 min;

[0033] C2, after the reaction, spin to recover the solvent, add cyclohexane and sodium chloride solution in turn and stir to separate, get organic phase one and aqueous phase, the aqueous phase is extracted with cyclohexane to get organic phase two, combine the above organic phase one and organic phase two to get organic phase three, the organic phase three is washed with sodium chloride solution and separated to get organic phase, spin to recover the solvent and then perform vacuum distillation, collect the fraction at 200 Pa and 130-160℃ to get 4-(3,3-dimethoxypropyl) benzyl alcohol.

[0034] Further, in the step C1, take ((4-(3,3-dimethoxypropyl) benzyl) oxy) triisopropylsilane 0.65-0.75 mol) into the three-necked flask, pour into tetrahydrofuran 900-1100 mL stirring until completely dissolved, dropwise add the solution containing tetrabutylammonium fluoride 0.7-0.8 mol in tetrahydrofuran 900-1100 mL, after dropping, continue to react at room temperature for 50-80 min.

[0035] Further, in the step C2, after the reaction, spin to recover the solvent, add cyclohexane 900-1100 mL and 9-11% sodium chloride solution 1400-1500 mL in turn and stir for 20-40 min, then separate to get organic phase one and aqueous phase, the aqueous phase is extracted with cyclohexane 500-700 mL to get organic phase two, combine the above organic phase one and organic phase two to get organic phase three; wash the organic phase with 1400-1600 mL of 9-11% sodium chloride solution and separate to get organic phase, spin to recover the solvent and then perform vacuum distillation, collect the fraction at 200 Pa and 130-160℃ to get colorless liquid, that is, 4-(3,3-dimethoxypropyl) benzyl alcohol.

[0036] Further, in the step four, the preparation method of 4-(((3-methyl-2-buten-1-yl) oxy) methyl) benzaldehyde dimethyl acetal comprises the following steps:

[0037] D1, take tetrahydrofuran into the container, add sodium hydride under stirring, keep room temperature water bath stirring, dropwise add the solution containing 4-(3,3-dimethoxypropyl) benzyl alcohol in tetrahydrofuran, after dropping, continue to react at room temperature for 90-150 min;

[0038] D2, to the obtained reaction solution, 1-chloro-3-methyl-2-butene is added, after reflux reaction for 12-72 h, it is cooled to room temperature, the reaction solution is poured into ice water mixture for quenching, after no bubble is generated, 900-1100 mL of cyclohexane is added, stirred for 20-40 min, and then separated by standing, to obtain organic phase one and aqueous phase, the aqueous phase is extracted with 900-1100 mL of cyclohexane for 1-3 times, to obtain organic phase two, the above organic phase one and organic phase two are combined, to obtain organic phase three; the organic phase three is washed with 1700-2100 mL of 9-11% sodium chloride solution, and then separated to obtain organic phase, the solvent is recovered by rotary evaporation, and then vacuum distillation is carried out, the fraction at a pressure of 200 Pa and a gas temperature of 170-190℃ is collected, to obtain 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzene propanal dimethyl acetal.

[0039] Further, in the step D1, tetrahydrofuran 250-350 mL is taken into a three-necked flask, and sodium hydride 0.9-1.1 mol is slowly added under stirring, the sodium hydride is previously mixed with mineral oil, the content of sodium hydride and mineral oil mixture is 55-65%, after stirring in a room temperature water bath for 25-35 min, 4-(3,3-dimethoxypropyl)benzene methanol 0.45-0.55 mol is added dropwise in tetrahydrofuran solution 280-320 mL, the dropwise addition is completed within 20-40 min, after the dropwise addition is completed, the reaction is continuously carried out at room temperature for 90-150 min.

[0040] Further, in the step D2, to the obtained reaction solution, 1-chloro-3-methyl-2-butene 0.9-1.0 mol is added, after reflux reaction for 12-72 h, it is cooled to room temperature, the reaction solution is slowly poured into ice water mixture for quenching, after no bubble is generated, 900-1100 mL of cyclohexane is added, stirred for 20-40 min, and then separated by standing, to obtain organic phase one and aqueous phase, the aqueous phase is extracted with 900-1100 mL of cyclohexane for 1-3 times, to obtain organic phase two, the above organic phase one and organic phase two are combined, to obtain organic phase three; the organic phase three is washed with 1700-2100 mL of 9-11% sodium chloride solution, and then separated to obtain organic phase, the solvent is recovered by rotary evaporation, and then vacuum distillation is carried out, the fraction at a pressure of 200 Pa and a gas temperature of 170-190℃ is collected, to obtain 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzene propanal dimethyl acetal.

[0041] Further, in the step five, the preparation method of 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzene propanal includes the following steps:

[0042] E1, 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzene propanal dimethyl acetal is taken into a container, tetrahydrofuran and dilute hydrochloric acid are added under stirring, and heating is carried out to reflux, the reaction is carried out for 2-6 h;

[0043] E2, after the reaction is completed, the temperature is decreased to room temperature, the organic phase is obtained by extraction and separation using cyclohexane, the material is washed to near neutral using sodium bicarbonate solution, then the material is washed using sodium chloride solution, then the solvent is recovered by rotary evaporation, and then the distillation is performed under reduced pressure, the fraction at 140-170 DEG C and 200 Pa is collected, and 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzeneacetaldehyde is obtained.

[0044] Further, in the step E1, 0.25-0.35 mol of 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzeneacetaldehyde dimethyl acetal is added into a container, tetrahydrofuran 280-32 mL and dilute hydrochloric acid 550-650 mL are added in sequence under stirring, and heating is performed to reflux, and the reaction is performed for 3.5-4.5 h.

[0045] Further, in the step E2, after the reaction is completed, the temperature is decreased to room temperature, the organic phase is obtained by extraction and separation using 1800-2200 mL of cyclohexane in 1-3 times, the material is washed to near neutral using 4-6% sodium bicarbonate solution, then the material is washed using 9-11% sodium chloride solution, then the solvent is recovered by rotary evaporation, and then the distillation is performed under reduced pressure, the fraction at 140-170 DEG C and 200 Pa is collected, and colorless liquid, i.e. 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzeneacetaldehyde is obtained.

[0046] Another object of the present application is achieved by the following technical scheme: a hyacinth type fragrance base, comprising the following raw materials in parts by weight: 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzeneacetaldehyde 160-200 parts, phenethyl alcohol 40-60 parts, phenylpropanol 25-35 parts, benzyl alcohol 130-150 parts, phenylacetaldehyde 40-60 parts, benzaldehyde di-guaiacol acetal 130-170 parts, hydroxycitronellal 70-90 parts, methylionone 40-60 parts, ylang oil 15-25 parts, 2-phenylethyl isopropyl ether 70-90 parts, 2-(1-ethoxycarbonyloxy)ethylbenzene 70-90 parts, benzyl acetate 25-35 parts, ethyl linalool 15-25 parts, terpineol 15-25 parts, bromostyrene 8-12 parts, rabbit ear grass aldehyde 3-7 parts, and solanum nigrum aldehyde 3-7 parts.

[0047] The windflower fragrance compound prepared by the method has the characteristics of the flower fragrance of windflower, obvious fragrance, long fragrance time, good stability and the like, and has important application in the field of fragrance modulation.

[0048] The windflower fragrance compound prepared by the method has the characteristics of the flower fragrance of windflower, obvious fragrance, long fragrance time, good stability and the like, and has important application in the field of fragrance modulation. BRIEF DESCRIPTION OF DRAWINGS

[0049] Figure 1 The windflower fragrance compound prepared by the method has the characteristics of the flower fragrance of windflower, obvious fragrance, long fragrance time, good stability and the like, and has important application in the field of fragrance modulation. DETAILED DESCRIPTION

[0050] For the convenience of understanding of those skilled in the art, the present application is further described below in combination with the embodiments and the drawings, and the content mentioned in the embodiments is not a limitation on the present application.

[0051] In the embodiments of the present application, a windflower fragrance compound has the following structural formula:

[0052]

[0053] The windflower fragrance compound can be named as 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzene propanal.

[0054] In some embodiments of the present application, a preparation method of a windflower fragrance compound comprises the following steps:

[0055] Step one: ((4-iodobenzyl)oxy)triisopropylsilane is prepared by using 4-iodobenzyl alcohol, and the structural formula of ((4-iodobenzyl)oxy)triisopropylsilane is as shown in the following formula:

[0056]

[0057] Step two: ((4-(3,3-dimethoxypropyl)benzyl)oxy)triisopropylsilane is prepared by using ((4-iodobenzyl)oxy)triisopropylsilane, and the structural formula of ((4-(3,3-dimethoxypropyl)benzyl)oxy)triisopropylsilane is as shown in the following formula:

[0058]

[0059] Step three: using ((4-(3,3-dimethoxypropyl)benzyl)oxy)triisopropylsilane to prepare 4-(3,3-dimethoxypropyl)benzyl alcohol, and the structural formula of 4-(3,3-dimethoxypropyl)benzyl alcohol is as follows:

[0060]

[0061] Step four: using 4-(3,3-dimethoxypropyl)benzyl alcohol to prepare 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzaldehyde dimethyl acetal, and the structural formula of 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzaldehyde dimethyl acetal is as follows:

[0062]

[0063] Step five: using 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzaldehyde dimethyl acetal to prepare 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzaldehyde, and the structural formula of the hyacinth fragrance compound is as follows:

[0064] Further, in the step one, the preparation method of (4-iodobenzyl)oxy)triisopropylsilane comprises the following steps:

[0065] A1, 4-iodobenzyl alcohol is taken into a dry container, dichloromethane is poured in and stirred until completely dissolved, then imidazole is added, cooled to 4-6℃, and then triisopropylchlorosilane is added dropwise, and then reacted at room temperature;

[0066] A2, after the reaction is completed, sodium dihydrogen phosphate solution is used for washing, and the organic phase is obtained by liquid separation; the obtained organic phase is recovered by rotary evaporation until the solid is precipitated, cooled to -4 to -6℃, and the solid is continuously precipitated, and then filtered under cold and washed with anhydrous ethanol, and then dried to obtain (4-iodobenzyl)oxy)triisopropylsilane.

[0067] In some embodiments of the present application, in the step A1, 4-iodobenzyl alcohol 0.9-1.1 mol is taken into a dry three-necked flask, dichloromethane 900-1100 mL is poured in and stirred until completely dissolved, then imidazole 1.8-2.2 mol is added, cooled to -4 to -6℃, and then triisopropylchlorosilane 1.10-1.12 mol is added dropwise, and the dropwise addition is completed in 20-40 min, and then reacted at room temperature for 90-150 min.

[0068] In some embodiments of the present application, in step A2, after the reaction is completed, the reaction solution is washed with 1100-1300 mL of 8-12% sodium dihydrogen phosphate solution in 2-4 portions, the organic phase is separated, and the obtained organic phase is concentrated by rotary evaporation until a small amount of solid is precipitated, then cooled to -4 to -6 ℃, a large amount of solid is precipitated, filtered under cold conditions, washed with a small amount of anhydrous ethanol, and dried to obtain a light yellow solid, which is ((4-iodobenzyl)oxy)triisopropylsilane.

[0069] In some embodiments of the present application, in step two, the method for preparing ((4-(3,3-dimethoxypropyl)benzyl)oxy)triisopropylsilane comprises the following steps:

[0070] B1, take ((4-iodobenzyl)oxy)triisopropylsilane and add it to anhydrous ether to stir until it is completely dissolved to obtain solution A; add magnesium turnings and anhydrous ether to a container under a nitrogen atmosphere and with stirring and reflux devices, then add 1,2-dibromoethane under stirring, and then add solution A dropwise to obtain a Grignard reagent;

[0071] B2, take another container under a nitrogen atmosphere and with stirring and reflux devices, add anhydrous ether and 1-bromo-3,3-dimethoxypropane to it, cool it to 0 ℃ in an ice water bath, then add the Grignard reagent dropwise, the temperature during dropwise addition should not exceed 10 ℃, and after dropwise addition is completed, place it at room temperature for 1-5 h;

[0072] B3, after the reaction is completed, slowly pour the reaction solution into dilute hydrochloric acid cooled to -4 to -5 ℃, stir to quench, keep the temperature during quenching below 0 ℃, separate the organic phase, wash the obtained organic phase with sodium bicarbonate solution until it is nearly neutral, then wash it with sodium chloride solution, separate the organic phase, concentrate the obtained organic phase by rotary evaporation, cool it to precipitate a solid, filter under cold conditions, wash it with anhydrous ethanol, and dry to obtain ((4-(3,3-dimethoxypropyl)benzyl)oxy)triisopropylsilane.

[0073] In some embodiments of the present application, in step B1, take 0.8-1.0 mol of ((4-iodobenzyl)oxy)triisopropylsilane and add it to 900-1100 mL of anhydrous ether to stir until it is completely dissolved to obtain solution A, which is ready for use; add 0.9-1.0 mol of magnesium turnings and 180-220 mL of anhydrous ether to a dry four-necked flask under a nitrogen atmosphere, the magnesium turnings are pre-treated to remove the surface oxide layer; then add 1,2-dibromoethane under stirring, heat the four-necked flask in a water bath, add solution A dropwise to initiate the reaction, remove the water bath, continue to add solution A dropwise, the dropwise addition speed is controlled according to the slight reflux of ether; after dropwise addition is completed, continue to react for 1-5 h to obtain a Grignard reagent.

[0074] In some embodiments of the present application, in step B2, another dry 3000 mL four-necked flask equipped with a thermometer, stirring device and reflux device is taken, 280-320 mL of anhydrous ether and 0.9-1.0 mol of 1-bromo-3,3-dimethoxypropane are added into the flask, the Grignard reagent is added dropwise after cooling to 0°C in an ice water bath, the temperature during the dropwise addition is not more than 10°C, and the dropwise addition is completed, and the reaction is carried out at room temperature for 1-5 hours after the dropwise addition is completed.

[0075] In some embodiments of the present application, in step B3, after the reaction is completed, the reaction solution is slowly poured into 2-4% dilute hydrochloric acid cooled to -4 to -5°C and stirred to quench, the temperature during the quenching is kept to be not more than 0°C; the obtained organic phase is washed with 4-6% sodium bicarbonate solution until it is nearly neutral, and then washed once with 900-1100 mL of 9-11% sodium chloride solution, the organic phase is obtained by separation, the obtained organic phase is cooled to -5°C when a small amount of solid is precipitated by rotary evaporation to recover the solvent, a large amount of solid can be precipitated, and the solid is extracted by cold filtration and washed with a small amount of anhydrous ethanol, and then dried to obtain a light yellow solid, that is, ((4-(3,3-dimethoxypropyl)benzyl)oxy)triisopropylsilane.

[0076] In some embodiments of the present application, in step three, the preparation method of 4-(3,3-dimethoxypropyl)benzyl alcohol comprises the following steps:

[0077] C1, ((4-(3,3-dimethoxypropyl)benzyl)oxy)triisopropylsilane is added into a container, tetrahydrofuran is poured in and stirred until it is completely dissolved, a solution containing tetrabutylammonium fluoride in tetrahydrofuran is added dropwise, and the reaction is continued at room temperature for 50-80 minutes after the dropwise addition is completed;

[0078] C2, after the reaction is completed, the solvent is recovered by rotary evaporation, cyclohexane and sodium chloride solution are added in sequence and stirred, and then separated to obtain organic phase one and aqueous phase, the aqueous phase is extracted by cyclohexane to obtain organic phase two, the organic phase one and the organic phase two are combined to obtain organic phase three, the organic phase three is washed with sodium chloride solution and separated to obtain an organic phase, the solvent is recovered by rotary evaporation, and then vacuum distillation is carried out, and the fraction at a pressure of 200 Pa and an air temperature of 130-160°C is collected to obtain 4-(3,3-dimethoxypropyl)benzyl alcohol.

[0079] In some embodiments of the present application, in step C1, 0.65-0.75 mol of ((4-(3,3-dimethoxypropyl)benzyl)oxy)triisopropylsilane is added into a three-necked flask, 900-1100 mL of tetrahydrofuran is poured in and stirred until it is completely dissolved, 0.7-0.8 mol of a solution containing tetrabutylammonium fluoride in 900-1100 mL of tetrahydrofuran is added dropwise, and the reaction is continued at room temperature for 50-80 minutes after the dropwise addition is completed.

[0080] In some embodiments of the present application, in step C2, after the reaction is completed, the solvent is recovered by rotary evaporation, cyclohexane 900-1100 mL and 9-11% sodium chloride solution 1400-1500 mL are sequentially added and stirred for 20-40 min, then the organic phase I and the aqueous phase are obtained by liquid separation, the aqueous phase is extracted with 500-700 mL of cyclohexane in 1-3 times to obtain the organic phase II, the organic phase I and the organic phase II are combined to obtain the organic phase III; the organic phase is washed with 1400-1600 mL of 9-11% sodium chloride solution, then separated to obtain the organic phase, the solvent is recovered by rotary evaporation, and then vacuum distillation is carried out, and the fraction at a pressure of 200 Pa and a gas temperature of 130-160℃ is collected to obtain a colorless liquid, i.e. 4-(3,3-dimethoxypropyl)benzene methanol.

[0081] In some embodiments of the present application, in step four, the preparation method of 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzene propyl aldehyde dimethyl acetal comprises the following steps:

[0082] D1, tetrahydrofuran is taken into a container, sodium hydride is added under stirring, a room temperature water bath is kept stirring, and a tetrahydrofuran solution containing 4-(3,3-dimethoxypropyl)benzene methanol is added dropwise, after the dropwise addition is completed, the reaction is continued at room temperature for 90-150 min;

[0083] D2, 1-chloro-3-methyl-2-buten is added to the obtained reaction solution, reflux reaction is carried out for 12-72 h, then the reaction solution is cooled to room temperature, poured into an ice water mixture for quenching, after no bubbles are generated, cyclohexane is added and stirred, then the mixture is left to stand and separate into an organic phase I and an aqueous phase, the aqueous phase is extracted with cyclohexane to obtain an organic phase II, the organic phase I and the organic phase II are combined, the organic phase is washed with a sodium chloride solution, then separated to obtain an organic phase, the solvent is recovered by rotary evaporation, then vacuum distillation is carried out, and the fraction at a pressure of 200 Pa and a gas temperature of 170-190℃ is collected to obtain 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzene propyl aldehyde dimethyl acetal.

[0084] In some embodiments of the present application, in step D1, tetrahydrofuran 250-350 mL is taken into a three-necked flask, sodium hydride 0.9-1.1 mol is slowly added under stirring, the sodium hydride is previously mixed with mineral oil, the content of sodium hydride in the sodium hydride and mineral oil mixture is 55-65%, after stirring in a room temperature water bath for 25-35 min, a tetrahydrofuran solution containing 4-(3,3-dimethoxypropyl)benzene methanol 0.45-0.55 mol is added dropwise, the dropwise addition is completed within 20-40 min, after the dropwise addition is completed, the reaction is continued at room temperature for 90-150 min.

[0085] In some embodiments of the present application, in step D2, 0.9-1.0 mol of 1-chloro-3-methyl-2-butene is added to the obtained reaction solution, and after refluxing for 12-72 h, the reaction solution is cooled to room temperature, and then slowly poured into an ice water mixture for quenching. After no bubbles are generated, 900-1100 mL of cyclohexane is added, stirred for 20-40 min, and then allowed to stand for separation of the organic phase I and the aqueous phase. The aqueous phase is extracted with 900-1100 mL of cyclohexane in 1-3 portions to obtain the organic phase II. The organic phase I and the organic phase II are combined to obtain the organic phase III. The organic phase III is washed with 1700-2100 mL of 9-11% sodium chloride solution, and then separated to obtain the organic phase. The solvent is recovered by rotary evaporation, and then subjected to vacuum distillation. The fraction at a pressure of 200 Pa and a gas temperature of 170-190°C is collected to obtain a colorless liquid, i.e. 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzaldehyde dimethyl acetal.

[0086] In some embodiments of the present application, in step five, the method for preparing 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzaldehyde comprises the following steps:

[0087] E1, 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzaldehyde dimethyl acetal is taken into a container, and tetrahydrofuran and dilute hydrochloric acid are added in sequence under stirring, and heated to reflux, and reacted for 2-6 h;

[0088] E2, after the reaction is completed, the temperature is lowered to room temperature, and the organic phase is obtained by extraction with cyclohexane. The material is washed with sodium bicarbonate solution until it is nearly neutral, and then washed with sodium chloride solution. The solvent is recovered by rotary evaporation, and then subjected to vacuum distillation. The fraction at a pressure of 200 Pa and a gas temperature of 140-170°C is collected to obtain 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzaldehyde.

[0089] In some embodiments of the present application, in step E1, 0.25-0.35 mol of 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzaldehyde dimethyl acetal is taken into a container, and tetrahydrofuran 280-32 mL and dilute hydrochloric acid 550-650 mL are added in sequence under stirring, and heated to reflux, and reacted for 3.5-4.5 h.

[0090] In some embodiments of the present application, in step E2, after the reaction is completed, the temperature is lowered to room temperature, and 1800-2200 mL of cyclohexane is used to extract and separate the reaction mixture in 1-3 portions to obtain an organic phase. The organic phase is washed with 4-6% sodium bicarbonate solution until it is nearly neutral, and then washed with 9-11% sodium chloride solution once. Then, the solvent is recovered by rotary evaporation, and then subjected to vacuum distillation. The fraction collected at a pressure of 200 Pa and a gas temperature of 140-170℃ is a colorless liquid, which is 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzeneacetaldehyde.

[0091] In some embodiments of the present application, a hyacinth fragrance includes the following raw materials in parts by weight: 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzeneacetaldehyde 160-200 parts, phenethyl alcohol 40-60 parts, phenylpropanol 25-35 parts, benzyl alcohol 130-150 parts, phenylacetaldehyde 40-60 parts, benzaldehyde diguaifenesyl acetal 130-170 parts, hydroxy citronellal 70-90 parts, methyl ionone 40-60 parts, ylang oil 15-25 parts, 2-phenylethyl isopropyl ether 70-90 parts, 2-(1-ethoxycarbonyloxy)ethylbenzene 70-90 parts, benzyl acetate 25-35 parts, ethyl linalool 15-25 parts, terpineol 15-25 parts, bromostyrene 8-12 parts, rabbit ear grass aldehyde 3-7 parts, solanum nigrum aldehyde 3-7 parts.

[0092] Embodiment 1

[0093] The present embodiment provides a hyacinth fragrance compound having the following structural formula:

[0094]

[0095] The chemical name of the hyacinth fragrance compound is 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzeneacetaldehyde.

[0096] The preparation method of the hyacinth fragrance compound includes the following steps:

[0097] Step 1: ((4-iodobenzyl)oxy)triisopropylsilane is prepared using 4-iodobenzyl alcohol, and the chemical reaction formula is as follows:

[0098]

[0099] A1. 4-iodobenzyl alcohol (234.0 g, 1.00 mol) is added to a dry 2000 mL three-necked flask, and dichloromethane (1000 mL) is poured in and stirred until completely dissolved. Then, imidazole (136.2 g, 2.00 mol) is added, and the temperature is lowered to 5℃. Then, triisopropylchlorosilane (212.1 g, 1.10 mol) is added dropwise, and the dropwise addition is completed in 30 min. Then, the reaction is carried out at room temperature for 2 h.

[0100] A2, After the reaction, wash with 1200 mL of 10% sodium dihydrogen phosphate solution in 3 times, separate the organic phase, the obtained organic phase is evaporated to recover the solvent to precipitate a small amount of solid, when cooled to -5 °C, a large amount of solid can be precipitated, cold filtration and washed with a small amount of anhydrous ethanol and dried to obtain 365.5 g of light yellow solid ((4-iodobenzyl)oxy) triisopropylsilane.

[0101] Step two: ((4-(3,3-dimethoxypropyl)benzyl)oxy) triisopropylsilane is prepared using ((4-iodobenzyl)oxy) triisopropylsilane, the chemical reaction formula is as follows:

[0102]

[0103] B1, take ((4-iodobenzyl)oxy) triisopropylsilane (351.0 g, 0.90 mol) and add to anhydrous ether (1000 mL) and stir until completely dissolved to obtain a solution, ready for use. Into a 2000 mL four-necked flask equipped with a thermometer, stirring device and reflux device under nitrogen atmosphere, add dry magnesium turnings (22.8 g, 0.95 mol) and anhydrous ether (200 mL), then add 2-3 drops of 1,2-dibromoethane under rapid stirring, heat the flask in a water bath, slowly add the above solution to initiate the reaction, remove the water bath, continue to add the solution, and the dropwise speed is adjusted to slightly reflux with ether. After the dropwise addition is completed, continue to react for 3 h to obtain a Grignard reagent;

[0104] B2, take another dry 3000 mL four-necked flask equipped with a thermometer, stirring device and reflux device under nitrogen atmosphere, add anhydrous ether (300 mL) and 1-bromo-3,3-dimethoxypropane (170.2 g, 0.93 mol) into the flask, cool to 0 °C in an ice water bath, then add the Grignard reagent dropwise, and the temperature should not exceed 10 °C during the dropwise addition, after the dropwise addition is completed, react at room temperature for 4 h;

[0105] B3, after the reaction is completed, slowly pour the reaction solution into 3% dilute hydrochloric acid cooled to -5 °C and stir to quench, and the temperature should not exceed 0 °C during the quenching; separate the organic phase obtained by washing with 5% sodium bicarbonate solution until it is nearly neutral, then wash with 1000 mL of 10% sodium chloride solution once, separate the organic phase, evaporate the obtained organic phase to recover the solvent to precipitate a small amount of solid, cool to -5 °C, a large amount of solid can be precipitated, cold filtration and washed with a small amount of anhydrous ethanol and dried to obtain 268.9 g of light yellow solid ((4-(3,3-dimethoxypropyl)benzyl)oxy) triisopropylsilane.

[0106] ​Step 3: Preparation of 4-(3,3-dimethoxypropyl)benzyl alcohol using ((4-(3,3-dimethoxypropyl)benzyl)oxy)triisopropylsilane, the chemical reaction formula is as follows:

[0107]

[0108] C1, ((4-(3,3-dimethoxypropyl)benzyl)oxy)triisopropylsilane (256.2 g, 0.70 mol) was taken into a 3000 mL three-necked flask, tetrahydrofuran (1000 mL) was poured in and stirred until completely dissolved, then a tetrahydrofuran (1000 mL) solution containing tetrabutylammonium fluoride (201.4 g, 0.77 mol) was added dropwise, and after the dropwise addition was completed, the reaction was continued at room temperature for 1 h;

[0109] C2, after the reaction was completed, the solvent was recovered by rotary evaporation, cyclohexane (1000 mL) and 10% sodium chloride solution (1500 mL) were added in sequence and stirred for 30 min, then separated to obtain organic phase one and aqueous phase, the aqueous phase was extracted with 600 mL of cyclohexane in two portions to obtain organic phase two, the above organic phase one and organic phase two were combined to obtain organic phase three; the organic phase three was washed once with 1500 mL of 10% sodium chloride solution and then separated, the solvent was recovered by rotary evaporation, and then vacuum distillation was carried out, the fraction with a pressure of 200 Pa and a gas temperature of 130-160°C was collected to obtain 111.4 g of colorless liquid, which was 4-(3,3-dimethoxypropyl)benzyl alcohol.

[0110] Step 4: Preparation of 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzaldehyde dimethyl acetal using 4-(3,3-dimethoxypropyl)benzyl alcohol, the chemical reaction formula is as follows:

[0111]

[0112] D1, tetrahydrofuran (300 mL) was taken into a 2000 mL three-necked flask, sodium hydride (24.0 g, 1.00 mol) was slowly added under stirring (note: the reagent used was a mixture of sodium hydride and mineral oil, and the content of sodium hydride was 60%, so the actual amount of reagent added was 40.0 g), a room temperature water bath was maintained for stirring for 30 min, then a tetrahydrofuran (300 mL) solution containing 4-(3,3-dimethoxypropyl)benzyl alcohol (105.0 g, 0.50 mol) was added dropwise, and the dropwise addition was completed within 30 min, then the reaction was continued at room temperature for 2 h;

[0113] D2, add 1-chloro-3-methyl-2-butene (99.4 g, 0.95 mol) to the obtained reaction solution, reflux for 50 h, cool to room temperature, slowly pour the reaction solution into an ice water mixture to quench, after no bubbles are generated, add 1000 mL of cyclohexane, stir for 30 min, and then stand to separate into an organic phase 1 and an aqueous phase, extract the aqueous phase with 1000 mL of cyclohexane twice to separate into an organic phase 2, combine the organic phase 1 and the organic phase 2 to obtain an organic phase 3; wash the organic phase 3 with 2000 mL of 10% sodium chloride solution once, separate to obtain an organic phase, recover the solvent by rotary evaporation, and then perform vacuum distillation, collect the fraction at a pressure of 200 Pa and a gas temperature of 170-190°C to obtain 94.9 g of colorless liquid, which is 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzaldehyde dimethyl acetal.

[0114] Step five: prepare 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzaldehyde from 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzaldehyde dimethyl acetal, and the chemical reaction formula is as follows:

[0115]

[0116] E1, take 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzaldehyde dimethyl acetal (83.4 g, 0.30 mol) into a 2000 mL three-necked flask, add tetrahydrofuran (300 mL) and 3% dilute hydrochloric acid (600 mL) in sequence under stirring, heat to reflux, and react for 4 h;

[0117] E2, after the reaction is completed, cool to room temperature, extract and separate into an organic phase with 2000 mL of cyclohexane twice, wash the material with 5% sodium bicarbonate solution until it is nearly neutral, then wash the material with 10% sodium chloride solution once, then recover the solvent by rotary evaporation, and then perform vacuum distillation, collect the fraction at a pressure of 200 Pa and a gas temperature of 140-170°C to obtain 57.8 g of colorless liquid, which is 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzaldehyde, and the GC content is 98.5%.

[0118] The 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzaldehyde prepared in this example has the following NMR spectral characteristics:

[0119] 1H NMR (400 MHz, CDC13) δ 9.62 (t, J = 2.3 Hz, 1H), 7.05 (d, J = 7.4 Hz, 2H), 6.95 (d, J = 7.4 Hz, 2H), 5.44 (m, 1H), 4.79 (s, 2H), 4.18 (d, J = 3.2 Hz, 2H), 2.85 (m, 2H), 2.76 (m, 2H), 1.80 (s, 3H), 1.71 (s, 3H);

[0120] 13C NMR (100 MHz, CDC13) δ 205.0, 137.6, 138.7, 137.5, 130.2, 128.9, 126.0, 123.5, 116.4, 72.9, 65.9, 44.3, 27.0, 24.4, 18.9.

[0121] Mass spectral analysis data are as follows:

[0122] MS (ESI, m / z) 255.1 (M+Na + ); high resolution electrospray ionization mass spectrum theoretical calculation data for [C 15 H 20 Na02] + (M+Na + ) 255.1361, the actual measured value is 255.1358.

[0123] Example 2

[0124] In this embodiment, a hyacinth type fragrance base includes the following raw materials by weight: 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzene propanal 180 parts, phenethyl alcohol 50 parts, phenylpropanol 30 parts, cinnamyl alcohol 140 parts, phenylacetaldehyde 50 parts, benzene acetaldehyde di-cinnamyl acetal 150 parts, hydroxy citronellal 80 parts, methyl ionone 50 parts, ylang oil 20 parts, 2-phenethyl isopropyl ether 80 parts, 2-(1-ethoxycarbonyloxy) ethyl benzene 80 parts, benzyl acetate 30 parts, ethyl linalool 20 parts, terpineol 20 parts, bromostyrene 10 parts, rabbit ear grass aldehyde 5 parts, solanum nigrum aldehyde 5 parts.

[0125] The hyacinth type fragrance base can be prepared by the following steps: according to the weight fraction, the compounds in Table 1 are sequentially added to the reaction device, after the addition is completed, stirring for 1 h to obtain a hyacinth type fragrance base; the hyacinth type fragrance base formula is shown in the following Table 1:

[0126] Table 1 Hyacinth type fragrance base formula table

[0127] Serial No. Raw material name Weight fraction 1 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzene propanal 180 2 Phenyl ethanol 50 3 Phenyl propanol 30 4 Cinnamyl alcohol 140 5 Phenyl acetaldehyde 50 6 Phenyl acetaldehyde diguaifenesyl acetal 150 7 Hydroxy citronellal 80 8 Methyl ionone 50 9 Ylang ylang oil 20 10 2-phenyl ethyl isopropyl ether 80 11 2-(1-ethoxyl ethoxyl) ethyl benzene 80 12 Benzyl acetate 30 13 Ethyl linalool 20 14 Terpinyl alcohol 20 15 Bromostyrene 10 16 Plantaginea aldehyde 5 17 Solanum nigrum aldehyde 5 Total 1000

[0128] Example 3

[0129] The 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzenepropanal prepared in Example 1 was subjected to aroma rating, aroma retention test and aroma test of aroma base, and the test results were as follows:

[0130] (1) Aroma evaluation:

[0131] The aroma of the compound was evaluated by 13 perfumers with more than 5 years of working experience, and the results were as follows: 13 perfumers thought that the compound had a floral aroma, 12 perfumers thought that the compound had a characteristic aroma of hyacinth, 9 perfumers thought that the compound had a honey sweet aroma, and 7 perfumers thought that the compound had a green aroma.

[0132] (2) Aroma retention test:

[0133] One piece of smelling paper was taken and 0.5 g of 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzenepropanal was dipped thereon. The smelling paper was placed on a smelling rack, and 10 perfumers smelled it every 4 hours. When more than or equal to 2 perfumers could not perceive the aroma of the smelling paper, the aroma retention time was recorded.

[0134] The aroma retention test showed that the aroma retention time of 4-(((3-methyl-2-buten-1-yl)oxy)methyl)benzenepropanal was 172 hours. The hyacinth aroma base had a characteristic floral aroma of hyacinth, a clear aroma and a long aroma retention time by adding the hyacinth aroma compound.

[0135] The above examples are the preferred implementation of the present application, in addition to this, the present application can be realized in other ways, without departing from the concept of the present application, any obvious substitution within the protection scope of the present application.

Claims

1. A hyacinth aroma compound, characterized in that: It has the following structural formula:

2. A method for preparing the hyacinth aroma compound as described in claim 1, characterized in that: Includes the following steps: Step 1: Prepare ((4-iodobenzyl)oxy)triisopropylsilane using 4-iodobenzyl alcohol. The structural formula of ((4-iodobenzyl)oxy)triisopropylsilane is shown below: Step 2: Prepare ((4-(3,3-dimethoxypropyl)benzyl)oxy)triisopropylsilane using ((4-iodobenzyl)oxy)triisopropylsilane. The structural formula of ((4-(3,3-dimethoxypropyl)benzyl)oxy)triisopropylsilane is shown below: Step 3: 4-(3,3-dimethoxypropyl)benzyl)oxy)triisopropylsilane was used to prepare 4-(3,3-dimethoxypropyl)benzyl alcohol. The structural formula of 4-(3,3-dimethoxypropyl)benzyl alcohol is as follows: Step 4: 4-(((3-methyl-2-buten-1-yl)oxy)methyl)phenylpropanal dimethyl acetal was prepared using 4-(3,3-dimethoxypropyl)benzyl alcohol. The structural formula of 4-(((3-methyl-2-buten-1-yl)oxy)methyl)phenylpropanal dimethyl acetal is as follows: Step 5: Prepare 4-(((3-methyl-2-buten-1-yl)oxy)methyl)phenylpropanal dimethyl acetal using 4-(((3-methyl-2-buten-1-yl)oxy)methyl)phenylpropanal to obtain the hyacinth fragrance compound.

3. The method for preparing the hyacinth aroma compound according to claim 2, characterized in that: In step one, the preparation method of (4-iodobenzyl)oxy)triisopropylsilane includes the following steps: A1. Add 4-iodobenzyl alcohol to a dry container, pour in dichloromethane and stir until completely dissolved, then add imidazole, cool to 4-6℃, add triisopropylchlorosilane dropwise, and then react at room temperature; A2. After the reaction is complete, wash with sodium dihydrogen phosphate solution, separate the liquid to obtain the organic phase, and rotary evaporate the obtained organic phase to recover the solvent until the solid precipitates. Cool to -4 to -6℃ to allow the solid to continue to precipitate. Filter while cold and wash with anhydrous ethanol, then dry to obtain ((4-iodobenzyl)oxy)triisopropylsilane.

4. The method for preparing the hyacinth aroma compound according to claim 2, characterized in that: In step two, the preparation method of ((4-(3,3-dimethoxypropyl)benzyl)oxy)triisopropylsilane includes the following steps: B1. Add ((4-iodobenzyl)oxy)triisopropylsilane to anhydrous diethyl ether and stir until completely dissolved to obtain solution A; add magnesium shavings and anhydrous diethyl ether to a container under nitrogen atmosphere with a stirring device and a reflux device, then add 1,2-dibromoethane under stirring, and then add solution A dropwise to react and obtain Grignard reagent. B2. In another container under a nitrogen atmosphere and equipped with a stirrer and a reflux device, add anhydrous diethyl ether and 1-bromo-3,3-dimethoxypropane. After cooling to 0°C in an ice-water bath, add Grignard reagent dropwise. The temperature should not exceed 10°C during the dropwise addition. After the dropwise addition is complete, let it react at room temperature for 1-5 hours. B3. After the reaction is complete, the reaction solution is slowly poured into dilute hydrochloric acid cooled to -4 to -5°C and stirred to quench the reaction. During quenching, the temperature is kept below 0°C. The organic phase is separated from the liquid. The organic phase is washed with sodium bicarbonate solution until it is nearly neutral, and then washed with sodium chloride solution. The organic phase is separated from the liquid. The organic phase is rotary evaporated and cooled to precipitate the solid. The solid is filtered while cold, washed with anhydrous ethanol, and then dried to obtain ((4-(3,3-dimethoxypropyl)benzyl)oxy)triisopropylsilane.

5. The method for preparing the hyacinth aroma compound according to claim 2, characterized in that: In step three, the preparation method of 4-(3,3-dimethoxypropyl)benzyl alcohol includes the following steps: C1. Take ((4-(3,3-dimethoxypropyl)benzyl)oxy)triisopropylsilane and add it to a container. Pour in tetrahydrofuran and stir until completely dissolved. Then, add a tetrahydrofuran solution containing tetrabutylammonium fluoride dropwise. After the addition is complete, continue the reaction at room temperature for 50-80 minutes. C2. After the reaction is complete, the solvent is recovered by rotary evaporation. Cyclohexane and sodium chloride solution are added sequentially and stirred. The mixture is then separated to obtain organic phase one and aqueous phase. The aqueous phase is extracted with cyclohexane and separated to obtain organic phase two. Organic phase one and organic phase two are combined to obtain organic phase three. Organic phase three is washed with sodium chloride solution and separated to obtain organic phase. The solvent is recovered by rotary evaporation and then subjected to vacuum distillation. The fraction with a pressure of 200 Pa and an air temperature of 130-160 °C is collected to obtain 4-(3,3-dimethoxypropyl)benzyl alcohol.

6. The method for preparing the hyacinth aroma compound according to claim 2, characterized in that: In step four, the preparation method of 4-(((3-methyl-2-buten-1-yl)oxy)methyl)phenylpropanal dimethyl acetal includes the following steps: D1. Add tetrahydrofuran to a container, add sodium hydride while stirring, keep the mixture at room temperature and stir in a water bath, add a tetrahydrofuran solution containing 4-(3,3-dimethoxypropyl)benzyl alcohol dropwise, and after the addition is complete, continue the reaction at room temperature for 90-150 min. D2. Add 1-chloro-3-methyl-2-butene to the obtained reaction solution, reflux for 12-72 h, cool to room temperature, pour the reaction solution into an ice-water mixture to quench it, and after no more bubbles are generated, add cyclohexane, stir, and let stand to separate the liquid to obtain organic phase one and aqueous phase. Extract the aqueous phase with cyclohexane and separate the liquid to obtain organic phase two. Combine organic phase one and organic phase two, wash the organic phase with sodium chloride solution and separate the liquid to obtain organic phase. Recover the solvent by rotary evaporation and then perform vacuum distillation. Collect the fraction with a pressure of 200 Pa and an air temperature of 170-190 °C to obtain 4-(((3-methyl-2-buten-1-yl)oxy)methyl)phenylpropanal dimethyl acetal.

7. The method for preparing the hyacinth aroma compound according to claim 2, characterized in that: In step five, the preparation method of 4-(((3-methyl-2-buten-1-yl)oxy)methyl)phenylpropanal includes the following steps: E1. Add 4-(((3-methyl-2-buten-1-yl)oxy)methyl)phenylpropanal dimethyl acetal to a container, add tetrahydrofuran and dilute hydrochloric acid in sequence while stirring, and heat to reflux for 2-6 hours. E2. After the reaction is completed, the mixture is cooled to room temperature and extracted with cyclohexane to obtain the organic phase. The mixture is washed with sodium bicarbonate solution until it is nearly neutral, and then washed with sodium chloride solution. The solvent is then recovered by rotary evaporation and then subjected to vacuum distillation. The fraction with a pressure of 200 Pa and an air temperature of 140-170 °C is collected to obtain 4-(((3-methyl-2-buten-1-yl)oxy)methyl)phenylpropanal.

8. The method for preparing the hyacinth aroma compound according to claim 7, characterized in that: In step E1, 0.25-0.35 mol of 4-(((3-methyl-2-buten-1-yl)oxy)methyl)phenylpropanal dimethyl acetal is added to a container, and 280-32 mL of tetrahydrofuran and 550-650 mL of dilute hydrochloric acid are added sequentially while stirring. The mixture is heated to reflux and reacted for 3.5-4.5 h.

9. The method for preparing the hyacinth aroma compound according to claim 7, characterized in that: In step E2, after the reaction is completed, the mixture is cooled to room temperature and extracted with 1800-2200 mL of cyclohexane in 1-3 fractions to obtain the organic phase. The mixture is washed with 4-6% sodium bicarbonate solution until it is nearly neutral, and then washed with 9-11% sodium chloride solution. The solvent is then recovered by rotary evaporation and then subjected to vacuum distillation. The fraction with a pressure of 200 Pa and an air temperature of 140-170 °C is collected to obtain 4-(((3-methyl-2-buten-1-yl)oxy)methyl)phenylpropanal.

10. A hyacinth-scented fragrance base, characterized in that: The raw materials include the following parts by weight: 160-200 parts of 4-(((3-methyl-2-buten-1-yl)oxy)methyl)phenylpropanal, 40-60 parts of phenylethanol, 25-35 parts of phenylpropanol, 130-150 parts of cinnamaldehyde, 40-60 parts of phenylacetaldehyde, 130-170 parts of phenylacetaldehyde dilaural, 70-90 parts of hydroxycitronellol, 40-60 parts of methyl ionone, 15-25 parts of ylang-ylang oil, 70-90 parts of 2-phenylethyl isopropyl ether, 70-90 parts of 2-(1-ethoxyethoxy)ethylbenzene, 25-35 parts of benzyl acetate, 15-25 parts of ethyl linalool, 15-25 parts of terpineol, 8-12 parts of bromostyrene, 3-7 parts of tartrazine aldehyde, and 3-7 parts of solanal.

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