对特丁氧酰氧基苯乙烯的制备新方法

A Novel Synthesis of p-tert-Butoxycarbonyloxystyrene

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.