应用化学 ›› 2016, Vol. 33 ›› Issue (5): 565-570.DOI: 10.11944/j.issn.1000-0518.2016.05.150318

• 研究论文 • 上一篇    下一篇

酸化蒙脱土/氯化锌催化叔丁醚和叔丁酯的合成

吴剑虹,陈冬寅,李飞()   

  1. 南京医科大学药学院 南京 211166
  • 收稿日期:2015-08-31 接受日期:2015-12-10 出版日期:2016-04-29 发布日期:2016-04-29
  • 通讯作者: 李飞
  • 基金资助:
    国家自然科学基金(21172108)江苏省高校自然科学研究项目(15KJB350002)南京医科大学科技发展基金(2014NJMUZD019)项目资助

Synthesis of tert-Butyl Ethers and tert-Butyl Esters Catalyzed by Acid-treated Montmorillonite Supported Zinc Chloride

WU Jianhong,CHEN Dongyin,LI Fei()   

  1. School of Pharmacy,Nanjing Medical University,Nanjing 211166,China
  • Received:2015-08-31 Accepted:2015-12-10 Published:2016-04-29 Online:2016-04-29
  • Contact: LI Fei
  • Supported by:
    Supported by the National Natural Science Foundation of China(No.21172108), the Universities Natural Science Research Project of Jiangsu Province(No.15KJB350002), Nanjing Medical University Science and Technology Development Fund(No.2014NJMUZD019)

摘要:

以酸化蒙脱土/氯化锌作为催化剂,二碳酸二叔丁酯与一系列酚、醇和羧酸类化合物在120 ℃封管条件下反应,合成了叔丁醚和叔丁酯类衍生物,方法简单,经济可靠,环境友好,后处理方便,收率为61%~75%,产物结构经1H NMR,ESI-MS确证。 探讨了溶剂、温度、金属离子等因素对反应收率的影响,并提出了可能的反应机理。 为今后该类化合物的合成提供了一种新的方法。

关键词: 酸化蒙脱土, 氯化锌, 叔丁酯, 叔丁醚, 有机合成

Abstract:

With acid-treated montmorillonite supported zinc chloride(H-mont/ZnCl2) as the catalyst, phenols, alcohols, and carboxylic acid were reacted with di-tert-butyl dicarbonate to give tert-butyl ether and tert-butyl ester derivatives at 120 ℃ in sealed tube with yields ranging from 61% to 75%, which is simple and environmentally friendly. All the compounds synthesized were confirmed by 1H NMR and ESI-MS. The effect of solvent, temperature, metal ion and some other factors to the reaction were investigated. A possible mechanism for this reaction was proposed. Provided a new method for this type of synthesis in the future.

Key words: acid-treated montmorillonite, zinc chloride, tert-butyl ethers, tert-butyl esters, organic synthesis