有机化学 ›› 2014, Vol. 34 ›› Issue (12): 2551-2553.DOI: 10.6023/cjoc201406036 上一篇    下一篇

研究简报

苯乙酮基吡啶季铵盐与醇的反应

佘川, 周洁, 陈慧, 刘绪峰, 张万轩   

  1. 湖北大学有机化工新材料湖北省协同创新中心 有机功能分子合成与应用教育部重点实验室 武汉 430062
  • 收稿日期:2014-06-23 修回日期:2014-08-08 发布日期:2014-08-28
  • 通讯作者: 张万轩 E-mail:zhangwx@hubu.edu.cn
  • 基金资助:

    国家自然科学基金(No.20872031)和有机功能分子合成与应用教育部重点实验室资助项目.

Reactions of Acetophenonyl Pyridinium Salts with Alcohols

She Chuan, Zhou Jie, Chen Hui, Liu Xufeng, Zhang Wanxuan   

  1. Hubei Collaborative Innovation Center for Advanced Organic Chemical Material, Key Laboratory for the Synthesis and Application of Organic Functional Molecules, Ministry of Education, Hubei University, Wuhan 430062
  • Received:2014-06-23 Revised:2014-08-08 Published:2014-08-28
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 20872031) and the Key Laboratory for the Synthesis and Application of Organic Functional Molecules, Ministry of Education.

苯乙酮基吡啶季铵盐具有多种反应活性, 但它带有的羰基的反应性很少引起人们的关注. 研究发现苯乙酮基吡啶季铵盐在碱性条件下与醇(或酚)反应时, 吡啶基带着α-碳原子离去, 生成相应的苯甲酸酯类物质. 与醇反应时产率较高(80%~98%), 与苯酚反应时, 产率为48%.

关键词: 苯乙酮基吡啶季铵盐, 醇, 苯甲酸酯衍生物

Acetophenonyl pyridinium salts are versatile reagents in organic reactions, but the reactivities of their carbonyls were seldomly studied. It was found that the reactions of the carbonyls with alcohols occurred when acetophenonyl pyridinium salts were treated with alcohols (or phenol) in the presence of a base giving rise to benzoates, and the departure of pyridyl with the α-carbon atom was involved. High yields (80%~98%) were achieved when they reacted with alcohols, however a yield of 48% were obtained when phenol was used instead of alcohols.

Key words: acetophenonyl pyridinium salt, alcohol, derivative of benzoate