Preparation method for methoxyl benzyl ester

A technology of methoxybenzyl ester and sulfoxide ester, which is applied in the field of chemical raw material preparation, can solve the problems of unsuitability for industrial production, strong chlorine hazard and high production cost, and achieves low cost, high product yield and good quality. Effect

Inactive Publication Date: 2008-05-28
FANGXIA ENTERPRISE INFORMATION CONSULTING WUJIANG
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Problems solved by technology

[0002] 7-Phenylacetamide-3-Chloromethylcephlenoic Acid p-Methoxybenzyl Ester (GCLE for short) is a pharmaceutical intermediate, especially used to synthesize cephalosporin antibiotics. At present, a small number of domestic manufacturers have produced it in small quantities. GCLE, but there are still problems in the production process, the production cost is high, and the product quality is poor. In its synthesis in China, pen

Method used

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Example Embodiment

[0007] Specific steps are as follows:

[0008] 1. Oxidation: using 30g penicillin potassium salt and 18.2g NaIO 4 The solution was reacted at room temperature for 1 h to obtain penicillin sulfoxide.

[0009] 2. Esterification: add 11.6 g (0.03 mol) of penicillin potassium salt, 50 ml of freshly distilled N,N-dimethylformamide and 4.28 ml (0.03 mol) of freshly distilled benzyl bromide into a 100 ml eggplant-shaped bottle. Stir at room temperature for 4 h, filter, pour the filtrate into 150 ml of ice water, stir and let stand, discard the milky substance, and the obtained oily substance is the esterification product.

[0010] 3. Ring opening and chlorination reaction: In the next electrolysis process, there should be a group that can protect the sulfur hydrocarbon at the C-4 position, so that it does not participate in the reaction, and this group is easier in the final ring closing process. Therefore, benzene sulfinate is selected to react with penicillin sulfoxide ester, and...

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Abstract

The invention provides a preparation method of methoxybenzyl, which uses penicillin and saturated salt water containing hydric sulphate. The invention uses penicillin as raw material to obtain penicillin sulfoxide via oxidization, to obtain penicillin sulfoxide ester via esterification, to be reacted with benzene sulfinate, to open ring and generate nitrogen heterocyclic butanone sulfinic acid intermediate, and electrolyzes the saturated salt water containing hydric sulphate, to utilize generated chlorizating agent to chlorizate the intermediate, at last ammonolyzes and closes ring to generate GCLE. The invention has the advantages of high product yield, high purity, low cost, and high quality, which uses electrolysis close-ring to process chlorization in production to assure safe reaction.

Description

technical field [0001] The invention relates to a method for preparing chemical raw materials, in particular to a method for preparing methoxybenzyl ester. Background technique [0002] 7-Phenylacetamide-3-Chloromethylcephlenoic Acid p-Methoxybenzyl Ester (GCLE for short) is a pharmaceutical intermediate, especially used to synthesize cephalosporin antibiotics. At present, a small number of domestic manufacturers have produced it in small quantities. GCLE, but there are still problems in the production process, the production cost is high, and the product quality is poor. In its synthesis in China, penicillin potassium salt is mainly used as raw material, which is obtained through esterification, oxidation, ring expansion, reduction and chlorine gas, and the key final chlorine Chlorization reaction can be synthesized by chlorine gas method and tert-butyl hypochlorite method, but the danger of using chlorine gas in chlorine gas method is strong, and the tert-butyl hypochlorit...

Claims

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Application Information

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IPC IPC(8): C07D501/24C07D501/10
Inventor 谢瑜金珠韩璐
Owner FANGXIA ENTERPRISE INFORMATION CONSULTING WUJIANG
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