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›› 2007, Vol. 27 ›› Issue (04): 107-110.

• 研究报告 • Previous Articles     Next Articles

A Novel Strategy for Synthesizing Campholenonitrile and Campholenate Perfumes

PAN Cheng-xue, WANG Bi-hua   

  1. College of Chemistry & Chemical Engineering, Guangxi Normal University, Guilin 541004, China
  • Received:2006-07-04 Revised:1900-01-01 Online:2007-08-30 Published:2007-08-30

Abstract: Synthetic camphor was reacted with hydroxylamine to give camphor oxime (81% yield). The resulted oxime was refluxed in 25% sulfuric acid to undergo Beckmann fragmentation to form campholenonitrile in 82% yield. Alcoholysis of campholenonitrile in different alcohols catalyzed by dry hydrogen chloride resulted in five campholenate perfumes of excellent yields (82%-91%). All target compounds were characterized by means of 1H NMR, IR and elemental analysis. Among these compounds campholenonitrile possessed strong woody and ethyl campholenate fruity smell, which has promised application prospects. The novel synthetic process has the significant advantages of cheap and commonly available raw materials, mild reaction condition, simple operation and high yield.

Key words: campholenates, campholenonitrile, perfumes, camphor

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