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Chin. J. Org. Chem. ›› 2011, Vol. 31 ›› Issue (02): 203-206. Previous Articles     Next Articles

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5-(4-叔丁氧基羰基哌嗪基)苯并呋喃-2-甲酸乙酯的合成

封静，王成云，周长凯，左虎进，沈永嘉*   

  1. (华东理工大学结构可控先进功能材料及其制备教育部重点实验室 精细化工研究所 上海 200237)
  • 收稿日期:2010-03-30 修回日期:2010-07-26 发布日期:2010-09-20
  • 通讯作者: 沈永嘉 E-mail:yshen@online.sh.cn,yjshen@ecust.edu.cn

Synthesis of Ethyl 5-(4-tert-Butyloxycarbonyl-1-piperazinyl)benzofu-ran-2-carboxylate

FENG Jing, WANG Cheng-Yun, ZHOU Chang-Kai, ZUO Hu-Jin, SHEN Yong-Jia   

  1. (Laboratory for Advanced Materials, Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237)
  • Received:2010-03-30 Revised:2010-07-26 Published:2010-09-20

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Buchwald-Hartwig coupling reaction between ethyl 5-bromobenzofuran-2-carboxylate and tert-butyl piperazine-1-carboxylate was studied. When Pd(OAc)2/BINAP was employed as catalyst and Cs2CO3 as base, the major reaction product was ethyl 5-(4-tert-butyloxycarbonyl-1-piperazinyl)benzofuran- 2-carboxylate, with a reaction conversion rate of 70%. While Pd(dba)2/P(t-Bu)3 was employed as catalyst and potassium tert-butoxide as base, nearly no ethyl 5-(4-tert-butyloxycarbonyl-1-piperazinyl)benzofuran- 2-carboxylate was observed. Some factors of affecting the reaction were discussed as well.

Key words: piperazine, benzofuran, ethyl formate, synthesis, Buchwald-Hartwig coupling reaction