Method for preparing 4-ethoxy phenylacetic acid

A technology of ethoxybenzene and hydroxyphenylacetic acid, which is applied in the preparation of carboxylates, chemical instruments and methods, preparation of organic compounds, etc., can solve the problem of many by-products of chloromethylation, difficulty in product purification, and high pollution, etc. The problem is to achieve the effect of easy product purification, easy process realization and few by-products.

Inactive Publication Date: 2012-07-04
湖北康静生物科技有限公司
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Problems solved by technology

[0003] 1) There are many by-products of chloromethylation of phenetole, problems such as difficult product purification, and in addition due to the use of an alumi

Method used

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  • Method for preparing 4-ethoxy phenylacetic acid
  • Method for preparing 4-ethoxy phenylacetic acid
  • Method for preparing 4-ethoxy phenylacetic acid

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Embodiment Construction

[0011] The invention provides a kind of method preparing the 4-ethoxyphenylacetic acid shown in general formula I, comprises the steps:

[0012]

[0013] (1) Phenethyl ether and dimethylformamide react under the catalysis of phosphorus oxychloride to prepare 4-ethoxybenzaldehyde shown in general formula II;

[0014]

[0015] (2) The reaction of 4-ethoxybenzaldehyde (II) and chloroform under the action of a phase transfer catalyst prepares 4-ethoxyl-alpha-hydroxyphenylacetic acid shown in general formula III;

[0016]

[0017] (3) 4-ethoxy-α-hydroxyphenylacetic acid (III) undergoes hydrogenolysis reaction in the presence of a reducing agent to prepare 4-ethoxyphenylacetic acid represented by general formula I.

[0018] The feature of the reaction of phenetole and dimethylformamide in step (1) is aryl formylation, which includes the preparation of intermediate α-chloramine and the preparation of 4-ethoxybenzaldehyde by hydrolysis, wherein the hydrolysis conditions The ...

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Abstract

The invention provides a method for preparing 4-ethoxy phenylacetic acid, and the method comprises the following steps of: (1), reacting phenetole with dimethyl formamide under the catalysis of phosphorus oxychloride to prepare 4-ethoxy benzaldehyde; (2), reacting the 4-ethoxy benzaldehyde with chloroform under the action of a phase transfer catalyst to prepare 4-ethoxy-alpha-hydroxyphenylacetic acid; and (3), carrying out a hydrogenolysis reaction on the 4-ethoxy-alpha-hydroxyphenylacetic acid in the presence of a reducing agent to prepare the 4-ethoxy phenylacetic acid. By using the synthetic route of the method, the final 4-ethoxy phenylacetic acid is prepared through aromatic formolatiom, phase transfer catalysis and a reduction reaction; compared with a preparation procedure using the chloromethylation of the phenetole and the cyanidation of sodium cyanide in the prior art, side products are less; the purification of a product is easier; the pollution is small; in addition, as the sodium cyanide is not needed, numerous requirements on safety production and post treatment do not exist; a process is easy to achieve; and the safety is high.

Description

technical field [0001] The invention relates to a method for preparing 4-ethoxyphenylacetic acid. Background technique [0002] 4-Ethoxyphenylacetic acid is a very widely used intermediate, which is used in pesticides, medicines and liquid crystal displays, and is also a widely used fuel intermediate in the world. There are not many domestic manufacturers of this intermediate, and they mainly rely on imports. The original production technology is mainly obtained from phenetole through chloromethylation, cyanation and hydrolysis. There are two relatively big problems in the original technical route: [0003] 1) There are many by-products of chloromethylation of phenetole, problems such as difficult product purification, and in addition due to the use of an aluminum chloride catalyst, the pollution is also very large; [0004] 2) Cyanide adopts highly toxic sodium cyanide, which will bring many safety problems in production. Contents of the invention [0005] The inventi...

Claims

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Application Information

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IPC IPC(8): C07C59/64C07C51/377
Inventor 戴康
Owner 湖北康静生物科技有限公司
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