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有机化学
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有机化学 ›› 1992, Vol. 12 ›› Issue (2): 146-150. 上一篇    下一篇

研究论文

二芳环并-14-冠-4-二醇的合成及其异构体的分离

喻宗沅;BARISCH, R.A   

  1. 美国得克萨斯技术大学化学与生物化学系
  • 发布日期:1992-04-25

Synthesis of Di-areno-14-crown-4-diols and separation of their isomers

YU ZONGYUAN;BARISCH, R.A   

  • Published:1992-04-25

作者研究了1,1-(邻亚苯基氧)-双-(2,3-环氧丙基)醚与邻苯二酚, 4-叔丁基邻苯二酚和邻萘二酚在叔丁醇回流温度下, 以氢氧化锂作为碱和模板试剂的亲核取代反应,合成了三种二芳环并-14-冠-4-二醇, 用柱层析法分离了它们的三对异构体, 并经IR,^1H NMR, MS的元素分析鉴定。该法为合成对称的或不对称的二芳环并-14-冠-4-二醇或某些羟基冠醚提供了简单方便的途径。

关键词: 分离, 质子磁共振谱法, 萘 P, 红外分光光度法, 醚, 异构体, 质谱法, 冠式化合物, 丁醇, 苯二酚

With lithium hydroxide as both the base and template agent, the nucleophilic substitution reaction of epoxide I with catechol, 4-tert-butylcatechol and 2,3-naphthalenediol in tert-butanol was investigated. Three types of diareno-14-crown-4-diols were synthesized. The three pairs of cis- and trans-diols were separated by chromatog. and identified by IR, 1H, NMR, mass spectra and elemental anal., resp. This new method afforded a simple and convenient synthetic route to sym., unsym. diareno-14-crown-4-diols or other hydroxy crown ethers.

Key words: INFRARED SPECTROPHOTOMETRY, SEPARATION, NAPHTHALENE P, MASS SPECTROGRAPHY, ISOMER, ETHER, BENZENEDIOL, CROWN ETHER COMPOUNDS, BUTANOL, PROTON MAGNETIC RESONANCE SPECTROMETRY

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