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2-bromo-1-(3-methoxyphenyl)oxazole preparation method

A technology of methoxyphenyl and methylphenyl, which is applied in the field of new preparation of pharmaceutical intermediates, and can solve problems such as difficult synthesis

Inactive Publication Date: 2018-03-13
湖南华腾制药有限公司
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The synthesis of 2-bromo-1-(3-methoxyphenyl)oxazole is difficult at present

Method used

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Embodiment 1

[0021] (1) Synthesis of 1-(3-methylphenyl)-2-hydroxyethanone

[0022] Add 50g of 2-bromo-1-(3-methylphenyl)ethanone to 600ml of ethanol, add 100ml of water and 80g of sodium hydroxide, heat to reflux for 20 hours, cool, concentrate and then add ethyl acetate, separate liquid, After drying and concentration, the residue was subjected to column separation to obtain 29 g of 1-(3-methylphenyl)-2-hydroxyethanone.

[0023] (2) Synthesis of carbamic acid-(1-(3-methylphenyl)-2-hydroxyethanone) ester

[0024] Add 51g of N,N-dimethylaniline to 220ml of toluene, add 110ml of 1.9M phosgene toluene solution, cool to 0°C, add 28g of 1-(3-methylphenyl)-2-hydroxyethanone, and stir After 30 min, 600 ml of ammonia water was added, stirred for 1 h, filtered, and the filter cake was collected and dried to obtain 32 g of carbamic acid-(1-(3-methylphenyl)-2-hydroxyethanone) ester.

[0025] (3) Synthesis of 4-(3-methylphenyl)oxazol-2-(3H)-one

[0026] Add 30g of carbamic acid-(1-(3-methylphenyl)-...

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Abstract

The invention discloses a 2-bromo-1-(3-methoxyphenyl)oxazole preparation method, wherein 2-bromo-1-(3-methoxyphenyl)oxazole is used as a starting raw material, and hydrolysis, esterification, ring closure and bromination are performed to obtain the target product, and the compound is the important pharmaceutical intermediate.

Description

technical field [0001] The invention relates to a novel preparation method of a pharmaceutical intermediate, in particular to a preparation method of 2-bromo-1-(3-methoxyphenyl)oxazole. technical background [0002] Compound 2-bromo-1-(3-methoxyphenyl)oxazole, the structural formula is: [0003] [0004] The present compound 2-bromo-1-(3-methoxyphenyl)oxazole and related derivatives are widely used in medicinal chemistry and organic synthesis. The synthesis of 2-bromo-1-(3-methoxyphenyl)oxazole is relatively difficult at present. Therefore, it is necessary to develop a synthetic method with easy-to-obtain raw materials, convenient operation, easy-to-control reaction and suitable overall yield. Contents of the invention [0005] The invention discloses a method for preparing 2-bromo-1-(3-methoxyphenyl)oxazole, which uses 2-bromo-1-(3-methylphenyl)ethanone as the starting material and undergoes Hydrolysis, esterification, ring closure, bromination to obtain the target ...

Claims

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Application Information

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IPC IPC(8): C07D263/34
CPCC07D263/34
Inventor 不公告发明人
Owner 湖南华腾制药有限公司
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