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Citation: LIU Jian-Guo, LI Ping, LIU He-Ping, LI Ping, ZHENG Jia-Shen, ZHANG Xiao-Hong. A Novel Synthesis of p-tert-Butoxycarbonyloxystyrene[J]. Chinese Journal of Applied Chemistry, ;2008, 25(4): 424-428. shu

A Novel Synthesis of p-tert-Butoxycarbonyloxystyrene

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a Department of Chemistry and Chemical Engineering, Huazhong University of Science & Technology, Wuhan 430074;
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b Guangzhou LLH Chemical Technology Co.LTD, Guangzhou;
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c Audit Department of Huazhong Agricultural University, Wuhan

Corresponding author: LIU Jian-Guo,
Received Date: 2 April 2007
Available Online: 4 June 2007
Fund Project: 广东省科技攻关资助项目(2006B11801004) (2006B11801004)

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 ¹H NMR,and their structures were testified.
- p-tert-butoxycarbonyloxystyrene,
- α-bromination,
- β-elimination
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