催化学报

催化学报 ›› 2008, Vol. 29 ›› Issue (4): 341-345.

• 研究论文 • 上一篇    下一篇

功能化离子液体[bmim]OTs催化乙酰化反应

刘路,刘晔,蔡月琴   

  1. 华东师范大学化学系上海市绿色化学与化工过程绿色化重点实验室, 上海 200062
  • 收稿日期:2008-04-25 出版日期:2008-04-25 发布日期:2012-03-22

Acetylation Catalyzed by Functionalized Ionic Liquid [bmim]OTs

LIU Lu, LIU Ye*, CAI Yueqin   

  1. Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, Shanghai 200062, China
  • Received:2008-04-25 Online:2008-04-25 Published:2012-03-22

PDF

923

被引次数

12

摘要： 以离子液体1-丁基-3-甲基咪唑四氟硼酸盐([bmim]BF4)为溶剂,对甲基苯磺酸根(OTs-)为阴离子的功能化离子液体[bmim]OTs为催化剂进行苯甲醇的乙酰化反应. 结果表明,该体系循环使用10次后仍能保持良好的催化活性和稳定性,并对各种(伯、仲、叔)醇类、酚类和胺类化合物的乙酰化反应表现出良好的普适性. 核磁共振波谱(13C NMR)分析结果表明,具有亲核性的[bmim]OTs和酰化试剂乙酸酐(Ac2O)形成的活性中间体AcOTs, 是催化反应的活性物种.

关键词: 乙酰化反应, 功能化, 离子液体, 醇, 酚, 胺

Abstract: The functionalized ionic liquid of 1-butyl-3-methylimidazolium toluene-p-sulfonate ([bmim]OTs) dissolved in 1-butyl-3-methylimidazolium tetrafluoroborate ([bmim]BF4) can efficiently catalyze the acetylation of benzyl alcohol under neutral reaction conditions. It shows high activity and stability even after recycling use ten times. A multicomponent ionic liquid system, [bmim]OTs-[bmim]BF4, exhibits good universality to various substrates such as alcohols (primary, secondary, and tertiary), phenols, and amines. The formed intermediate of AcOTs derived from the reaction between [bmim]OTs and acetic anhydride (Ac2O) is the catalytically active species with the supportive information from13CNMR analysis.

Key words: acetylation, functionalization, ionic liquid, alcohol, phenol, amine