Method for preparing 4-cypro methylene phenylboronic acid

A technology of cyclopropyl methylene benzene boronic acid and cyclopropyl methylene chlorobenzene, applied in the field of preparing 4-cyclopropyl methylene benzene boronic acid, can solve the problem of low yield, high price of bromobenzene, and unsuitability for large-scale industrialization Problems such as producing 4-cyclopropyl methylene benzene boronic acid, to achieve the effect of reducing preparation cost and low cost
CN106986887AInactive Publication Date: 2017-07-28BENGBU CHINA SYNCHEM TECH CO LTD
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
BENGBU CHINA SYNCHEM TECH CO LTD
Publication Date
2017-07-28
Estimated Expiration
Not applicable · inactive patent

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Abstract

The invention discloses a method for preparing a 4-cypro methylene phenylboronic acid, and relates to the technical field of organic synthesis. The chlorobenzene is taken as the starting material, is subjected to a friedel-crafts reaction to generate 4-butanoyl chloride chlorobenzene, is subjected to a ring-closure reaction to generate 4-cypro formyl chlorobenzene, is subjected to a reduction reaction to generate 4-cypro methylene chlorobenzene, and is finally subjected to a Grignard boric acid reaction to generate the 4-cypro methylene phenylboronic acid. The cheap chlorobenzene, which is easy to get, is taken as the starting material, the preparation cost is remarkably lowered, the total molar yield of the product of 4-cypro methylene phenylboronic acid prepared through the 4-cypro methylene phenylboronic acid, the ring-closure reaction, the reduction reaction and the Grignard boric acid reaction is more than 35%, the production of the product is guaranteed on the basis of the low cost, and the method is suitable for industrial production.
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Description

[0001] Technical field:

[0002] The invention relates to the technical field of organic synthesis, in particular to a method for preparing 4-cyclopropylidene phenylboronic acid.

[0003] Background technique:

[0004] 4-Cyclopropylmethylene phenylboronic acid is an important molecular fragment for the preparation of new drugs for the treatment of diabetes, and it is also an important organic synthetic medicine and pesticide intermediate. The key intermediate of biphenyl compounds. Therefore, it is of great significance to develop a high-efficiency, low-cost synthesis process for 4-cyclopropylidene phenylboronic acid.

[0005] At the present stage, the method for preparing 4-cyclopropanemethylene boronic acid mainly takes bromobenzene and 4-chlorobutyryl chloride as raw materials [Schliemann:Buege: Reppel:Phanmazie:Vol.35:nb,3:(1980):p 140 -143], under low temperature conditions, first Friedel-Crafts acylation reaction, then cyclization at room temperature, then high temperat...

Claims

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