扑热息痛合成新工艺  

A new process of synthesizing paracetamol

作　　者：陈兴泉[1] 张翠娥[1] 刘鸿[1] 

机构地区：[1]西安近代化学研究所,陕西西安710065

出　　处：《应用化工》2005年第11期719-720,共2页Applied Chemical Industry

摘　　要：报道了由苯酚经过乙酰化、肟化、重排反应合成扑热息痛的一种新方法.HF催化苯酚和醋酐的乙酰化,80℃反应1 h得4-羟基苯乙酮(Ⅰ),用乙酸乙酯提取(Ⅰ)并于pH=3～7的缓冲溶液中与羟胺硫酸盐进行肟化,101～102℃反应1 h得到对羟基乙酰苯酮肟(Ⅱ);(Ⅱ)在SOCl2催化下于乙酸乙酯溶剂中进行重排,50℃反应10 min得到目标产物,为抑制副反应,重排反应时加入少量KI.产品用盐酸处理过的活性炭在水中脱色精制.合成总收率60%,产品熔点:170～172℃,纯度99.9%(HPLC)以上.This paper reports a new process of synthesizing paracetamol from phenol by acetylization, oximation and Beckmann rearrangement. 4-hydroxyacetophone （ Ⅰ ） is prepared by reaction of phenol and acetic anhydride in the presence of HF catalyst at 80℃ for lh. 4-hydroxyacetophenone oxime （ Ⅱ ） is produced by the oximation of （ Ⅰ ） extracted by acetic ester and hydroxylamine sulfate in buffer solution （pH = 3 -7） at 101 ～ 102℃ for lh. The rearrangement of （ Ⅱ ） in the presence of SOCl2 catalyst and acetic ester solvent can gets the title product, which is purified and decolorized in the presence of activated C processed by hydrochloric acid in water. In order to prevent by-product, a little KI is added in the rearrangement. The total yield is 60% , the purity of the product is over 99.9% （ HPLC ） and melting point is 170 ～ 172℃.

关 键 词：N-乙酰基-对氨基苯酚 合成 

分 类 号：R971.1[医药卫生—药品]