对特丁氧酰氧基苯乙烯的制备新方法  

A Novel Synthesis of p-tert-Butoxycarbonyloxystyrene

作　　者：刘建国[1] 李平[1] 刘和平 李萍 郑家桑[1] 张晓红[3] 

机构地区：[1]华中科技大学化学与化工系,武汉430074 [2]广州市尔尔其化工科技有限公司,广州 [3]华中农业大学审计处,武汉

出　　处：《应用化学》2008年第4期424-428,共5页Chinese Journal of Applied Chemistry

基　　金：广东省科技攻关资助项目(2006B11801004)

摘　　要：以对乙基苯酚为起始反应物,采用特丁氧酰基保护其酚羟基,经过α-溴代反应和β-消除反应,得目标产物对特丁氧酰氧基苯乙烯(PTBOCS)。制备过程中,中间产物对特丁氧酰氧基苯乙烷和1-溴-1-(p-特丁氧酰氧基)苯基乙烷的产率分别为98%和65%,目标产物PTBOCS的产率为60%。该法反应条件相对温和,分离效率高。对中间产物和目标产物进行了FTIR和1H NMR表征,并确认了它们的结构。In this paper, a novel synthesis precedure of p-tert-butoxycarbonyloxystyrene （PTBOCS） was achieved. At first phenolic hydroxyl of p-ethylphenol as original reactant was protected with tert-butoxycarbonyl （t-BOC） , then was sequently α-bromizated and β-eliminated to obtain the target product. The yields of p-tert- butoxycarbonyloxybenzylethane and 1-bromo-1-（p-tert-butoxycarbonyloxybenzyl）ethane were 98% and 65% , respectively, while the yield of PTBOCS was 60%. It shows that the reaction can be carried out under a wild condition, with a high separate efficiency, and has a good potential for mass preparation of PTBOCS. The intermediate and target products were characterized by FT-IR and ^1 H NMR, and their structures were testified.

关 键 词：对特丁氧酰氧基苯乙烯 α-溴代反应 β-消除反应 

分 类 号：O621.3[理学—有机化学]