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Compound with crabmeat aroma, its preparation method, application and food additive

A compound and aroma technology, applied in food ingredients as odor modifiers, organic chemistry, food science, etc., can solve the problems of easy volatility, difficult preservation of trimethylamine, strong irritation, etc., and achieve the effect of non-volatile

Active Publication Date: 2022-04-15
DONGGUAN BOTON FLAVORS & FRAGRANCES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among them, trimethylamine has a boiling point of 2.87°C and is extremely volatile. Among crab meat food additives, trimethylamine is not easy to preserve and is too irritating to the sense of smell, and with volatilization, the flavor of food changes significantly.

Method used

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  • Compound with crabmeat aroma, its preparation method, application and food additive
  • Compound with crabmeat aroma, its preparation method, application and food additive
  • Compound with crabmeat aroma, its preparation method, application and food additive

Examples

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preparation example Construction

[0028] see figure 1 , the preparation method of the compound with crabmeat fragrance of one embodiment, is a kind of preparation method of the compound with crabmeat fragrance of above-mentioned embodiment, comprises the following steps:

[0029] Step S110: reacting 3,5-dimethylbenzoic acid with thionyl chloride to obtain 3,5-dimethylbenzoyl chloride.

[0030] Wherein, the structural formula of 3,5-dimethylbenzoic acid is: The structural formula of 3,5-dimethylbenzoyl chloride is:

[0031] Specifically, the molar ratio of 3,5-dimethylbenzoic acid to thionyl chloride is 1:1-1:1.2. In the step of reacting 3,5-dimethylbenzoic acid and thionyl chloride, the reaction temperature is 70°C to 78°C. The reaction time is 1h~2h.

[0032] In one of the embodiments, in the step of reacting 3,5-dimethylbenzoic acid with thionyl chloride, first add 3,5-dimethylbenzoic acid to the reaction vessel, and then add oxychloride sulfone.

[0033] The tail gas generated during the reaction o...

Embodiment 1

[0052] The preparation process of the compound with crabmeat flavor of the present embodiment is specifically as follows:

[0053] (1) The preparation of 3,5-dimethylbenzoyl chloride:

[0054]

[0055] 3,5-Dimethylbenzoic acid (151 g) was added to a 500 mL reactor, and then thionyl chloride (73.3 mL) was added, the temperature was raised to 78° C., and the reaction was stirred for 1 h. The tail gas generated during the reaction process was absorbed with 10% sodium hydroxide aqueous solution. After completion of the reaction, distillation under reduced pressure gave 3,5-dimethylbenzoyl chloride (169 g).

[0056] (2) Preparation of 3,5-dimethyl-N-(2-(4-methylthiazol-5-yl) ethyl) benzamide:

[0057]

[0058] Add 4-methyl-5-(β-aminoethyl)-thiazole (142g, commercially available from Hubei Xinkang Pharmaceutical Chemical Co., Ltd.), triethylamine (30mL) and tetrahydrofuran (300mL) to the 1L reaction kettle successively, and then After cooling to 0° C., 3,5-dimethylbenzoyl c...

Embodiment 2

[0067] The preparation process of the compound with crabmeat flavor of the present embodiment is specifically as follows:

[0068] (1) The preparation of 3,5-dimethylbenzoyl chloride:

[0069] 3,5-Dimethylbenzoic acid (151 g) was added to a 500 mL reactor, and then thionyl chloride (73.3 mL) was added, the temperature was raised to 70° C., and the reaction was stirred for 2 h. The tail gas generated during the reaction process was absorbed with 10% sodium hydroxide aqueous solution. After completion of the reaction, distillation under reduced pressure gave 3,5-dimethylbenzoyl chloride (169 g).

[0070] (2) Preparation of 3,5-dimethyl-N-(2-(4-methylthiazol-5-yl) ethyl) benzamide:

[0071] Add 4-methyl-5-(β-aminoethyl)-thiazole (142g, commercially available from Hubei Xinkang Pharmaceutical Chemical Co., Ltd.), pyridine (30mL) and tetrahydrofuran (300mL) to the 1L reaction kettle successively, then cool to At 10° C., 3,5-dimethylbenzoyl chloride (169 g) was slowly added dropw...

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Abstract

The invention relates to a compound with crabmeat fragrance, its preparation method, application and food additive. The structural formula of the above-mentioned compound with crab meat fragrance is as follows: the above-mentioned compound with crab meat fragrance has obvious crab meat fragrance, and the above-mentioned compound is not volatile, and is non-toxic to human body after long-term use. Therefore, the above-mentioned compound with crabmeat fragrance can be used in food additives, so that the crabmeat fragrance of food additives is not easy to volatilize.

Description

technical field [0001] The invention relates to the field of chemical synthesis, in particular to a compound with crabmeat aroma, its preparation method, application and food additive. Background technique [0002] Straight-chain and heterocyclic sulfur-containing compounds mostly exist in various crustacean fish, such as in crab meat, the volatile components are mainly amyl alcohol, 1-octene-3 alcohol, valeraldehyde, hexanal, heptanal, nonanal , 2-acetylthiazole and trimethylamine, among which the main aroma-inducing substances are trimethylamine, 1-octene-3 alcohol and 2-acetylthiazole. Trimethylamine provides the unique fishy smell of seafood, 1-octene-3 alcohol presents mushroom aroma, and 2-acetylthiazole provides meaty flavor. Among them, trimethylamine has a boiling point of 2.87°C and is extremely volatile. Among crab meat food additives, trimethylamine is not easy to preserve and is too irritating to the sense of smell, and with volatilization, the flavor of food w...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D277/28A23L27/20
CPCC07D277/28A23L27/2056A23V2002/00A23V2200/15
Inventor 于泳飞钟能帮郑志杰吴奇林姚荣升
Owner DONGGUAN BOTON FLAVORS & FRAGRANCES