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approach to the technical production of 2,2 '- diphenyl - 2 - (2 - ethylbutoxy) - acetic acid - (2-dimethylaminoethyl) - ester hydrochloride

机译:技术生产2,2'-二苯基-2-(2-乙基丁氧基)-乙酸-(2-二甲基氨基乙基)-酯盐酸盐的方法

摘要

The invention relates to an improved process for the preparation of 2,2-diphenyl-2-(2-ethylbutoxy)acetic acid 2-dimethylaminoethyl ester hydrochloride (DENAVERIN hydrochloride), which is used as the active compound of a human and veterinary pharmacon. According to the invention, benzilic acid or its alkali metal or alkaline earth metal salt is alkylated with dimethylaminoethyl chloride hydrochloride with the addition of tertiary, aliphatic or cycloaliphatic amines in aprotic, apolar solvents or the amines themselves, the resulting 2,2-diphenyl-2-hydroxyacetic acid 2-dimethylaminoethyl ester is converted into its hydrochloride, this is reacted by means of thionyl chloride to give 2,2-diphenyl-2-chloroacetic acid 2-dimethylaminoethyl ester hydrochloride, the latter is etherified with 2-ethylbutanol and in the presence of water-immiscible inert solvents boiling below 130 DEG C at temperatures from 120 to 132 DEG C to the final product, which is obtained in pharmaceutically pure form after recrystallisation from methyl ethyl ketone.
机译:本发明涉及一种制备2,2-二苯基-2-(2-乙基丁氧基)乙酸2-二甲基氨基乙基酯盐酸盐(DENAVERIN hydrochloride)的改进方法,该盐用作人和兽药的活性化合物。根据本发明,将苯甲酸或其碱金属或碱土金属盐用二甲基氨基乙基氯化物盐酸盐烷基化,并在非质子,非极性溶剂或胺本身中加入叔,脂族或脂环族胺,或所得的2,2-二苯基-将2-羟基乙酸2-二甲基氨基乙酯转化为盐酸盐,通过亚硫酰氯使其反应生成2,2-二苯基-2-氯乙酸2-二甲基氨基乙酯盐酸盐,后者与2-乙基丁醇醚化,然后在在120至132℃的温度下沸点低于130℃的水不混溶的惰性溶剂的存在,最终产物是从甲基乙基酮重结晶后以药物纯净形式获得的。

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