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林产化学与工业

林产化学与工业 ›› 2004, Vol. 24 ›› Issue (S1): 69-72.

• 研究报告 • 上一篇    下一篇

金合欢醇羟基的溴取代反应研究

孙震, 赵振东, 李冬梅, 刘先章   

  1. 中国林业科学研究院 林产化学工业研究所, 江苏 南京 210042
  • 收稿日期:2003-07-09 修回日期:1900-01-01 出版日期:2004-10-20 发布日期:2004-10-20

RESEARCH ON BROMO-SUBSTITUTION OF HYDROXYL GROUP OF FARNESOL

SUN Zhen, ZHAO Zhen-dong, LI Dong-mei, LIU Xian-zhang   

  1. Institute of Chemical Industry of Forest Products, CAF, Nanjing 210042, China
  • Received:2003-07-09 Revised:1900-01-01 Online:2004-10-20 Published:2004-10-20

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摘要： 通过使用自行合成的高效溴取代试剂二溴三苯基膦,成功地从金合欢醇合成了金合欢基溴,并用化学分析的方法测定其含量。主要反应条件为:苯作溶剂,室温反应3h。因为二溴三苯基膦遇水极易分解,因此反应中使用的溶剂需要进行干燥处理。溴化反应时为了除去反应中生成的HBr,需要加入吡啶使之成盐析出。反应完毕后,通过蒸除溶剂然后加入正己烷溶出金合欢基溴的方法除去反应中生成的三苯基氧化膦。本合成反应具有操作简单和得率较高的特点,可以应用于其他类似萜烯醇类化合物

关键词: 金合欢醇, 二溴三苯基膦, 溴取代反应

Abstract: In this paper, farnesyl bromide is successfully synthesized by using the highly efficient halide-replacement reagent Ph3PBr2 prepared in the lab, and the content of the bromide is analyzed with a chemical analytical method. Typical reaction conditions are: room temperature and 3 h in benzene as a solvent. Since Ph3PBr2 is easy to be decomposed in the presence of water, the solvent used in the reaction should be dried in advance. To get rid of HBr resulted during the bromo-substitution, pyridine was added to salt it out. The solution was distilled after the reaction was completed to remove the solvent, then hexane was added to resolve the bromide, and thus Ph3PO produced during the reaction could be removed. The reaction is easy to operate, with high yield, can be applied to other terpenols as well.

Key words: farnesol, dibromotriphenylphosphine, bromo-substitution

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