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化学学报
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化学学报 ›› 1957, Vol. 23 ›› Issue (6): 498-500. 上一篇    下一篇

论文

二溴二环辛烷

H. J. Dauben Jr., 蒋锡夔   

  1. 美国华盛顿大学, 中国科学院化学研究所
  • 投稿日期:1957-01-30 发布日期:2013-06-03

THE ATTEMPTED DEHYDROBROMINATION OF 2, 4-DIBROMOBICYCLO (3.3.0) OCTANE

HYP J. DAUBEN, JR., STANLEY HSI-KWEI JIANG   

  1. University of Washington, Scattle, U. S. A., Institute of Chemistry, Academia Sinica, Peking
  • Received:1957-01-30 Published:2013-06-03

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烯醇(Ⅱ)氢化[21]为醇(Ⅲ),改用Adams催化剂,产率可提高到97%。用高锰酸钾为氧化剂,可以将(Ⅲ)直接氧化为二酸(Ⅳ)。若用发烟硝酸为氧化剂,则产率低,并且不稳定。由Ⅲ的银鹽(Ⅴ)用溴处理得二溴环二辛烷(Ⅵ)。曾试用氮杂萘,叔丁醇,乙醇——氢氧化钠为脱溴氢酸的试剂来处理二溴环二辛烷,未获成功。

In an atteinut to obtain ucntalono a synthetic route starting with dicvclopentadiene (seo text) was investigated.9,10-Dihydro-exo-dicyclopentadiene-9-ol[2] (Ⅱ) was hydrogenated by an improved procedure to tetrahydro-exo-dicyclopentca diene-9-of (Ⅲ);and a condition for the single step oxidation of (Ⅲ) to bicyclo (3.3.0) octane-2,4-dicarboxylic acid Ⅳ,50-52%)was found.