Preparation method of anisic acid

Abstract

The invention discloses a preparation method of anisic acid, which comprises the following steps: taking a right amount of crude sulfate turpentine, and fractionating to obtain crush anethole; carrying out crystallizing separation on the anethole to obtain the high-purity anethole; adding the high-purity anethole and a NaHSO3 solution into a reaction kettle, and introducing ozone to perform oxidation for 110 minutes, thereby obtaining an anisic aldehyde sodium sulfite addition product A; simultaneously and slowly adding a sodium hydroxide solution and oxydol into A, stirring to react for 5.0-9.0 hours while keeping at 65-85 DEG C to obtain a reaction product B; and after the reaction is finished, adding a HCl solution into B to regulate the pH value to 1-3, and filtering to obtain the anisic acid. The method has the advantages of high yield and high purity and does not use any organic solvent in the separation process, so the product has no toxic or harmful solvent residue and can be used in the industries of medicine, food and cosmetics; the method has the characteristics of mild reaction conditions, simple purification and refinement and high product purity, and is simple to operate; and by using the ozone and oxydol as oxidizers, the reaction product is water, so the oxidizers are green and environment-friendly.

Description

technical field

[0001] The invention relates to the production field of anisic acid, in particular to a preparation method of anisic acid. Background technique

[0002] Anisic acid, also known as 4-methoxybenzoic acid, 4-anisic acid, 4-carboxyanisole, the English name is p-Anisic acid or 4-methoxybenzoic acid, CAS NO.: 100-09-4, FEMA NO.: 3945, the structural formula is:

[0003]

[0004] Natural anisic acid exists in guava, guava, anise, soda cheese, cocoa, cumin, custard apple, vanilla and star anise, but due to the low content, it is difficult to separate and purify, and the production cost is high , has no production value. Anisic acid has a wide range of uses, especially in the fields of food, medicine, and cosmetics, and has developed rapidly in recent years.

[0005] For example, in the fragrance and flavor industry, it is used in cocoa and creamy vanilla flavors, as well as in licorice, berry and tropical fruit flavors. Dosage (Usual / Maximum, mg / kg): baked goo...

Examples

Embodiment 1

[0026] S1, take an appropriate amount of crude sulfate turpentine and carry out fractional distillation to obtain crude anethole;

[0027] S2. Crystallizing and separating the crude anethole obtained in step S1 to obtain high-purity anethole;

[0028] S3, high-purity anethole, NaHSO 3 Put the solution into a reaction kettle, pass through ozone, and oxidize for 110 minutes to obtain anisaldehyde sodium sulfite adduct A;

[0029] S4. Slowly add sodium hydroxide solution and 30% hydrogen peroxide to A simultaneously, stir and keep at 65° C. for 5.0 h to obtain reaction product B;

[0030] S5. After the reaction is terminated, add HCl solution to B to adjust the pH value to 1, and filter to obtain anisic acid.

[0031] NaHSO in the step S3 3 The volume ratio of high-purity anethole is 1.2:1.

[0032] It is determined through experiments that the purity of the anethole obtained in step S2 is above 99.5%, the product yield of step S3 is ≥84%, and the purity is ≥98%.

Embodiment 2

[0034] S1, take an appropriate amount of crude sulfate turpentine and carry out fractional distillation to obtain crude anethole;

[0035] S2. Crystallizing and separating the crude anethole obtained in step S1 to obtain high-purity anethole;

[0036] S3, high-purity anethole, NaHSO 3 Put the solution into a reaction kettle, pass through ozone, and oxidize for 110 minutes to obtain anisaldehyde sodium sulfite adduct A;

[0037] S4. Slowly add sodium hydroxide solution and 30% hydrogen peroxide dropwise to A at the same time, stir and keep at 85° C. for 9.0 h to obtain reaction product B;

[0038] S5. After the reaction is terminated, add HCl solution to B to adjust the pH value to 3, and filter to obtain anisic acid.

[0039] Wherein, in the step S2, NaHSO 3 The volume ratio of high-purity anethole is 1.2:1.

[0040] It is determined through experiments that the purity of the anethole obtained in step S2 is above 99.5%, the product yield of step S3 is ≥84%, and the purity ...

Embodiment 3

[0042] A preparation method for anisic acid, comprising the steps of:

[0043] S1, take an appropriate amount of crude sulfate turpentine and carry out fractional distillation to obtain crude anethole;

[0044] S2. Crystallizing and separating the crude anethole obtained in step S1 to obtain high-purity anethole;

[0045] S3, high-purity anethole, NaHSO 3 Put the solution into a reaction kettle, pass through ozone, and oxidize for 110 minutes to obtain anisaldehyde sodium sulfite adduct A;

[0046] S4. Slowly add sodium hydroxide solution and 30% hydrogen peroxide dropwise to A at the same time, stir and keep at 75° C. for 7.0 h to obtain reaction product B;

[0047] S5. After the reaction is terminated, add HCl solution to B to adjust the pH value to 2, and filter to obtain anisic acid.

[0048] Wherein, in the step S3, NaHSO 3 The volume ratio of high-purity anethole is 1.2:1.

[0049]It is determined through experiments that the purity of the anethole obtained in step ...

technical field

[0001] The invention relates to the production field of anisic acid, in particular to a preparation method of anisic acid. Background technique

[0002] Anisic acid, also known as 4-methoxybenzoic acid, 4-anisic acid, 4-carboxyanisole, the English name is p-Anisic acid or 4-methoxybenzoic acid, CAS NO.: 100-09-4, FEMA NO.: 3945, the structural formula is:

[0003]

[0004] Natural anisic acid exists in guava, guava, anise, soda cheese, cocoa, cumin, custard apple, vanilla and star anise, but due to the low content, it is difficult to separate and purify, and the production cost is high , has no production value. Anisic acid has a wide range of uses, especially in the fields of food, medicine, and cosmetics, and has developed rapidly in recent years.

[0005] For example, in the fragrance and flavor industry, it is used in cocoa and creamy vanilla flavors, as well as in licorice, berry and tropical fruit flavors. Dosage (Usual / Maximum, mg / kg): baked goo...

Examples

Embodiment 1

[0026] S1, take an appropriate amount of crude sulfate turpentine and carry out fractional distillation to obtain crude anethole;

[0027] S2. Crystallizing and separating the crude anethole obtained in step S1 to obtain high-purity anethole;

[0028] S3, high-purity anethole, NaHSO 3 Put the solution into a reaction kettle, pass through ozone, and oxidize for 110 minutes to obtain anisaldehyde sodium sulfite adduct A;

[0029] S4. Slowly add sodium hydroxide solution and 30% hydrogen peroxide to A simultaneously, stir and keep at 65° C. for 5.0 h to obtain reaction product B;

[0030] S5. After the reaction is terminated, add HCl solution to B to adjust the pH value to 1, and filter to obtain anisic acid.

[0031] NaHSO in the step S3 3 The volume ratio of high-purity anethole is 1.2:1.

[0032] It is determined through experiments that the purity of the anethole obtained in step S2 is above 99.5%, the product yield of step S3 is ≥84%, and the purity is ≥98%.

Embodiment 2

[0034] S1, take an appropriate amount of crude sulfate turpentine and carry out fractional distillation to obtain crude anethole;

[0035] S2. Crystallizing and separating the crude anethole obtained in step S1 to obtain high-purity anethole;

[0036] S3, high-purity anethole, NaHSO 3 Put the solution into a reaction kettle, pass through ozone, and oxidize for 110 minutes to obtain anisaldehyde sodium sulfite adduct A;

[0037] S4. Slowly add sodium hydroxide solution and 30% hydrogen peroxide dropwise to A at the same time, stir and keep at 85° C. for 9.0 h to obtain reaction product B;

[0038] S5. After the reaction is terminated, add HCl solution to B to adjust the pH value to 3, and filter to obtain anisic acid.

[0039] Wherein, in the step S2, NaHSO 3 The volume ratio of high-purity anethole is 1.2:1.

[0040] It is determined through experiments that the purity of the anethole obtained in step S2 is above 99.5%, the product yield of step S3 is ≥84%, and the purity ...

Embodiment 3

[0042] A preparation method for anisic acid, comprising the steps of:

[0043] S1, take an appropriate amount of crude sulfate turpentine and carry out fractional distillation to obtain crude anethole;

[0044] S2. Crystallizing and separating the crude anethole obtained in step S1 to obtain high-purity anethole;

[0045] S3, high-purity anethole, NaHSO 3 Put the solution into a reaction kettle, pass through ozone, and oxidize for 110 minutes to obtain anisaldehyde sodium sulfite adduct A;

[0046] S4. Slowly add sodium hydroxide solution and 30% hydrogen peroxide dropwise to A at the same time, stir and keep at 75° C. for 7.0 h to obtain reaction product B;

[0047] S5. After the reaction is terminated, add HCl solution to B to adjust the pH value to 2, and filter to obtain anisic acid.

[0048] Wherein, in the step S3, NaHSO 3 The volume ratio of high-purity anethole is 1.2:1.

[0049]It is determined through experiments that the purity of the anethole obtained in step ...

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