应用化学 ›› 2010, Vol. 27 ›› Issue (03): 304-307.DOI: 10.3724/SP.J.1095.2010.90271

• 研究论文 • 上一篇    下一篇

三氟甲基磺酸锌催化选择性合成2-苄基-4-氯苯酚

马忠华1,2,张佳燕1,聂进1*   

  1. (1.华中科技大学化学与化工学院 武汉 430074;
    2.华中农业大学理学院化学系 武汉)
  • 收稿日期:2009-04-14 修回日期:2009-07-23 出版日期:2010-03-10 发布日期:2010-03-10
  • 通讯作者: 聂进,男,教授; E-mail:niejin@mail.hust.edu.cn; 研究方向:新型催化剂和有机功能材料的研究与开发

Selective Synthesis of 2-Benzyl-4-chlorophenol Catalyzed by Zn(OTf)2

MA Zhong-Hua1,2, ZHANG Jia-Yan1, NIE Jin1*   

  1. (1.School of Chemistry and Chemical Engineering,Huazhong University of Science and Technology,Wuhan 430074;
    2.Department of Chemistry,College of Basic Sciences,Huazhong Agricultural University,Wuhan)
  • Received:2009-04-14 Revised:2009-07-23 Published:2010-03-10 Online:2010-03-10

摘要:

在温和条件下,Zn(OTf)2能有效催化氯化苄对对氯苯酚的C-苄基化反应,选择性合成杀菌剂2-苄基-4-氯苯酚(BCP),合成的优化条件为n(对氯苯酚):n(氯化苄)=1.2:1,催化剂Zn(OTf)2对氯化苄摩尔分数为5%,60 ℃下反应6 h,用硝基甲烷为溶剂,氯化苄转化率和产物BCP的产率分别>99%和94%。

关键词: Zn(OTf)2,苄基氯苯酚,付-克氏烷基化反应,对氯苯酚,氯化苄

Abstract:

C-Benzylation of 4-chlorophenol(BCP) was selectively perpared via the catalysis of Zn(OTf)2 under mild conditions with an excellent yield. The optimum reaction conditions included that the molar ratio of the reactants (4-chlorophol∶benzyl chloride) was 1.2∶1, 5% Zn(OTf)2(molar ratio), and 6 h  agitation at 60 ℃ in nitromethane. The conversion of 4-chlorophenol and selectivity of BCP were >99% and 94%, respectively under the conditions.

Key words: zinc(Ⅱ) trifluoromethnesulfonate,benzyl-chlorophenol,Friedel-Crafts alkylation,p-chlorophenol,benzyl chloride

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