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Preparation method of ferulic acid

A technology of ferulic acid and dilute sulfuric acid, which is applied in the preparation of carboxylate, carboxylate, and organic compounds, can solve the problems of non-conformity with green chemistry, strong carcinogenic effect, and high production cost, and achieve low cost, Fast response and prolonged effect

Inactive Publication Date: 2016-05-11
SHAANXI HI TECH ENERGY DEV
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Problems solved by technology

There are some disadvantages in this route: (1) the used catalyzer of this reaction is pyridine, aniline etc., and solvent and water-carrying agent are toluene
Pyridine has a strong stench and high toxicity; aniline has a strong carcinogenic effect; toluene is also a volatile organic solvent with moderate and strong toxicity, which does not meet the requirements of green chemistry
(2) The reaction takes a long time, up to dozens of hours
(3) The reaction raw material malonic acid is expensive and the production cost is higher

Method used

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Examples

Experimental program
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Embodiment Construction

[0019] The preparation method of ferulic acid comprises the following steps:

[0020] (1) Synthesis of acetyl ferulic acid:

[0021] In a 50mL three-necked flask equipped with a reflux condenser, add 5g of vanillin, potassium carbonate and acetic anhydride, stir and react in an oil bath at 150°C for 1.5-2.5h, then cool naturally to below 100°C;

[0022] Add 40 mL of water to the above product, stir in a water bath, precipitate a yellow solid, filter with suction, wash the filter cake with water until neutral, dry to obtain a light yellow crude product, recrystallize from a methanol / water mixed solvent to obtain a yellowish solid;

[0023] (2) Synthesis of ferulic acid:

[0024] Add acetylferulic acid and appropriate amount of ammonia water into a 50mL round bottom flask, stir and react at 40-50°C for 30min, adjust the pH to 3 with dilute sulfuric acid, cool, precipitate solid, and filter with suction to obtain a light yellow solid.

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Abstract

The invention relates to the technical field of preparation of pharmaceuticals, in particular to a preparation method of ferulic acid, comprising the following steps: (1), synthesizing acetyl ferulic acid; (2), synthesizing the ferulic acid. Compared with existing process routes, the preparation method has the advantages of low cost, high yield and low pollution. While the reaction steps are a deacetylation step more than the original route, deacetylation is high in reaction speed and simple to perform without delaying the overall synthetic process time.

Description

technical field [0001] The invention relates to the technical field of medicine preparation, in particular to a preparation method of ferulic acid. Background technique [0002] Ferulic acid is a kind of phenolic acid ubiquitous in plants. It is especially rich in the traditional Chinese medicine Angelica sinensis, so it is also called angelica element. Ferulic acid is a recognized natural antioxidant, which has a good scavenging effect on hydrogen peroxide, superoxide free radicals, hydroxyl free radicals and peroxynitroso groups, and can regulate physiological functions and inhibit enzymes that produce free radicals. Increase the activity of enzymes that eliminate free radicals. In addition, ferulic acid has other health functions, such as antibacterial and anti-inflammatory, tumor suppression, prevention and treatment of high blood pressure, protection of women's ovaries, and inhibition of liver damage. Ferulic acid is easily absorbed by the human body, and can be metab...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C59/64C07C51/367
CPCC07C51/367C07C67/08
Inventor 王耀斌
Owner SHAANXI HI TECH ENERGY DEV
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