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Method for synthesizing natural anisaldehyde by catalyzing hydrogen peroxide to oxidize anethole

A technology of hydrogen peroxide and anisaldehyde, which is applied in the field of catalyzing the oxidation of anethole with hydrogen peroxide to synthesize natural anisaldehyde, can solve the problems of increasing process complexity and safety, complex catalyst synthesis process, and small anethole processing capacity, etc. Achieve the effect of short time, low heating temperature and lower production cost

Inactive Publication Date: 2016-09-07
GUANGXI UNIV FOR NATITIES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, in this method, the catalyst synthesis process is complex and difficult to recycle, the reaction solvent acetonitrile is more toxic, and the H 2 o 2 The concentration is higher, which increases the complexity and safety of the process
We have also developed a process for the oxidation of hydrogen peroxide catalyzed by ferric vanadate. Although the problem of catalyst recovery and reuse has been solved, the organic solvent dioxane is needed, and the processing amount of anethole is small, and the production efficiency is low, which affects To the promotion of this process (Yao Xingdong, Peng Caihua, Nie Yuanmei, etc., a method for preparing natural anisaldehyde from anethole, invention patent ZL201310180914.6)

Method used

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  • Method for synthesizing natural anisaldehyde by catalyzing hydrogen peroxide to oxidize anethole
  • Method for synthesizing natural anisaldehyde by catalyzing hydrogen peroxide to oxidize anethole
  • Method for synthesizing natural anisaldehyde by catalyzing hydrogen peroxide to oxidize anethole

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Embodiment 1

[0057] A method for catalyzing the oxidation of anethole by hydrogen peroxide to synthesize natural anisaldehyde is to use sodium metavanadate as a catalyst and hexadecyltrimethylammonium bromide as a phase-transfer catalyst in the absence of a solvent and at a certain temperature. Method for synthesizing natural anisaldehyde by oxidizing anethole with hydrogen peroxide. Specific steps are as follows:

[0058] 1) Add 5.00mL of anethole, 0.0500g of sodium metavanadate, and 0.0500g of cetyltrimethylammonium bromide into a round bottom flask, and add 9.00mL of 30% hydrogen peroxide solution by mass , adjust the pH of the reaction solution to 0.60 with a hydrochloric acid solution with a concentration of 6 mol / L.

[0059] 2) Place the above-mentioned round-bottomed flask in a magnetic stirrer in a constant temperature water bath at 35°C, and heat the reaction in the water bath. After reacting for 3 hours, take 1.00 mL of the reaction solution and extract it with 10.00 mL of ethyl...

Embodiment 2

[0062] A method for catalyzing the oxidation of anethole by hydrogen peroxide to synthesize natural anisaldehyde is to use sodium metavanadate as a catalyst and hexadecyltrimethylammonium bromide as a phase-transfer catalyst in the absence of a solvent and at a certain temperature. Method for synthesizing natural anisaldehyde by oxidizing anethole with hydrogen peroxide. Specific steps are as follows:

[0063] 1) Add 5mL of anethole, 0.0500g of sodium metavanadate and 0.0500g of cetyltrimethylammonium bromide into a round bottom flask, and add 9.00mL of 30% hydrogen peroxide solution by mass percentage, The pH of the reaction solution was adjusted to 0.60 with a hydrochloric acid solution with a concentration of 6 mol / L.

[0064] 2) Place the above-mentioned round-bottomed flask in a magnetic stirrer in a constant temperature water bath at 25°C, and heat the reaction in the water bath. After reacting for 3 hours, take 1.00 mL of the reaction solution and extract it with 10.00...

Embodiment 3

[0067] A method for catalyzing the oxidation of anethole by hydrogen peroxide to synthesize natural anisaldehyde is to use sodium metavanadate as a catalyst and hexadecyltrimethylammonium bromide as a phase-transfer catalyst in the absence of a solvent and at a certain temperature. Method for synthesizing natural anisaldehyde by oxidizing anethole with hydrogen peroxide. Specific steps are as follows:

[0068] 1) Add 5.00mL of anethole, 0.0500g of sodium metavanadate, and 0.0500g of cetyltrimethylammonium bromide into a round bottom flask, and add 9.00mL of 30% hydrogen peroxide solution by mass , adjust the pH of the reaction solution to 0.60 with a hydrochloric acid solution with a concentration of 6 mol / L.

[0069] 2) Place the above-mentioned round-bottomed flask in a magnetic stirrer in a constant temperature water bath at 40°C, and heat the reaction in the water bath. After reacting for 3 hours, take 1.00 mL of the reaction solution and extract it with 10.00 mL of ethyl...

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Abstract

The invention discloses a method for synthesizing natural anisaldehyde by catalyzing hydrogen peroxide to oxidize anethole. In the absence of a solvent, sodium metavanadate serves as a catalyst, hexadecyl trimethyl ammonium bromide serves as a phase transfer catalyst, and natural anisaldehyde is synthesized by oxidizing anethole with hydrogen peroxide. Compared with the prior art, the method has the advantages that the technology is simple; no solvent is used in the reaction process, so that production cost is reduced, and the influence on the environment is avoided; the reaction temperature is low, the reaction time is short, little energy is consumed, and the natural degree of anisaldehyde is easily maintained; the catalysts have high catalyzing efficiency on anethole, have good selectivity on anisaldehyde, and can be recycled; a large amount of anethole can be handled, and the production efficiency can be easily improved.

Description

technical field [0001] The invention belongs to a preparation method of chemical products. Specifically, it is a method for synthesizing natural anisaldehyde by catalyzing the oxidation of anethole by hydrogen peroxide. Background technique [0002] Anisaldehyde is an important flavor and fragrance, which can be used as a fragrance and chemical intermediate, and is widely used in food, pharmaceutical, daily chemical and other industries. Anisaldehyde produced from natural anethole has the best aroma. At present, the main method of industrial production of anisaldehyde is to use MnO 2 / H 2 SO 4 Oxidation of anethole as an oxidant (Li Zhengqiu, Ha Chengyong, Ma Yijing, etc., Research on the process of manganese dioxide oxidation of anethole to prepare anisaldehyde, Forest Products Chemistry and Industry, 2009,29(4):59-62.). Ozonation and electrochemical oxidation are possible alternatives. However, these methods are similar to the manganese dioxide method, and all have t...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C47/575C07C45/28
CPCC07C45/28C07C47/575
Inventor 姚兴东陈霞石展望雷福厚
Owner GUANGXI UNIV FOR NATITIES
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