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Preparation method for 3-cyano-4-isopropoxy phenyl benzoate

A technology of phenyl isopropoxybenzoate and phenyl hydroxybenzoate, applied in the field of preparation of 3-cyano-4-isopropoxy phenyl benzoate, can solve problems such as high hazard, achieve suitable Mass production, obvious cost advantages, and cheap and easy-to-obtain raw materials

Inactive Publication Date: 2017-05-17
SUZHOU BLUEHILL BIOPHARMA CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The biggest defect of this process is that cuprous cyanide, a highly toxic cyanide, is used in the process, which is relatively harmful in the actual market.

Method used

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  • Preparation method for 3-cyano-4-isopropoxy phenyl benzoate
  • Preparation method for 3-cyano-4-isopropoxy phenyl benzoate
  • Preparation method for 3-cyano-4-isopropoxy phenyl benzoate

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Embodiment

[0017] 1) Add 4-hydroxybenzoic acid phenyl ester (3.5kg, 16.4mol), magnesium chloride (3.2kg, 32.8mol), triethylamine (9.3L, 82mol), paraformaldehyde (3.9kg, 131.2 mol), dichloromethane (18L), heated in an oil bath at 60°C (internal temperature 44°C) overnight. After cooling to room temperature, slowly add 5 L of concentrated hydrochloric acid diluted aqueous solution, filter off the insoluble matter, extract with DCM 4 times, dry over sodium sulfate, filter and spin dry. directly to the next step.

[0018] 2) Add the raw materials of the previous step into the 50L reaction pot, hydroxylamine hydrochloride (1.14kg) and acetonitrile / N,N-dimethylformamide (10L / 2.5L), add acetyl chloride (1.17L), heat and stir at 80°C for 2 hours . After cooling to room temperature, add 10L of EA, wash with 5L of water twice, reverse extraction with water once, combine the organic layers, dry over sodium sulfate, filter, spin until half dry, a large amount of solid precipitates, directly suctio...

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Abstract

The invention discloses a preparation method for 3-cyano-4-isopropoxy phenyl benzoate. The method comprises the following steps: 1) preparing 3-aldehyde-4-phenyl hydroxybenzoate from 4-phenyl-hydroxybenzoate; 2) preparing 3-cyano-4-phenyl-hydroxybenzoate from 3-aldehyde-4-phenyl hydroxybenzoate; and 3) preparing 3-cyano-4-isopropoxy phenyl benzoate from 3-cyano-4-phenyl-hydroxybenzoate. The preparation method for 3-cyano-4-isopropoxy phenyl benzoate disclosed by the invention has the advantages that: 1) the use of cuprous cyanide, which belongs to highly toxic cyanide, used in the prior art is avoided and the method is more suitable for industrialization; 2) the cyano group is prepared from the aldehyde group and the preparation is efficient and direct and is suitable for mass production; and 3) all the raw materials are low-cost and easily acquired and the cost advantage is obvious.

Description

technical field [0001] The invention belongs to the technical field of organic synthesis, in particular to a preparation method of 3-cyano-4-isopropoxyphenylbenzoate. Background technique [0002] The traditional process for preparing 3-cyano-4-isopropoxyphenylbenzoate is as follows: [0003] [0004] The relatively big defect that this process exists is that the cuprous cyanide of highly toxic cyanide has been adopted in the process of the process, which has relatively large harm in the actual market. Contents of the invention [0005] The object of the present invention is to provide a kind of preparation method of 3-cyano group-4-isopropoxyphenyl benzoate, aim to solve the above problems. [0006] In order to achieve the above object, technical scheme of the present invention is to design a kind of preparation method of 3-cyano-4-isopropoxyphenylbenzoate, comprising the steps: [0007] 1) Add magnesium chloride, triethylamine, paraformaldehyde, and dichloromethane ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C255/57C07C253/30
CPCC07C67/313C07C253/00C07C253/30C07C255/57C07C69/76
Inventor 池永贵黄轩
Owner SUZHOU BLUEHILL BIOPHARMA CO LTD
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