高等学校化学学报 ›› 1983, Vol. 4 ›› Issue (4): 458.

• 论文 • 上一篇    下一篇

烯丙基苯并冠醚的合成

陈远荫, 袁光谱   

  1. 武汉大学化学系
  • 收稿日期:1982-02-15 出版日期:1983-08-24 发布日期:1983-08-24

SYNTHESIS OF ALLYL BENZOCROWN ETHERS

Chen Yuanyin, Yuan Guangpu   

  1. Department of Chemistry, Wuhan University, Wuhan
  • Received:1982-02-15 Online:1983-08-24 Published:1983-08-24

摘要: 邻苯二酚用溴丙烯单醚化、Claisen重排,得到3-烯丙基和4-烯丙基邻苯二酚。烯丙基邻苯二酚与α,ω-二卤代多缩乙二醇缩合,得到烯丙基苯并冠醚。本文利用这一方法,合成了3-烯丙基苯并15-冠-5和4-烯丙基苯并15-冠-5。其结构通过元素分析、红外光谱、质谱和质子核磁共振谱确认。测定了它们对苦味酸钠和苦味酸钾的络合容量,以及它们作为活性物质的PVC膜离子选择电极的性能。

Abstract: In this paper we describe a convenient route to synthesize allyl benzocrown ethers. Monoetherification of catechol with allyl bromide followed by Claisen Rearrangement produced 3-allyl-catechol and 4-allyl-catechol. Treatment of allylcatechols with а, ω-dihalopolyethyle-neglycols led to allyl benzocrown ethers. Thus, by this method, we prepared two new crown ethers, 3-allylbenzo-15-crown-5 and 4-allyl-benzol5-crown-5. Their structures were identified by the data of elemental analysis, IR, MS and PMR spectra. The complex capacities of the above crown ethers for sodium and potassium picrate were determined, and, also, the behaviour of PVC membrane electrodes containing them as active materials was investigated.

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