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Synthesis of civetone from palm oil products

  • Yuen-May Choo
  • Kay-Eng Ooi
  • Ing-Hong Ooi
Short Communication

Abstract

Metathesis of ethyl oleate, catalyzed by WCl6 and SnMe4, provided diethyl 9-octadecenedioate (the desired starting material for the synthesis of civetone) in 99% yield. Dieckmann condensation of diethyl 9-octadecenedioate gave 2-ethoxycarbonyl-9-cycloheptadecenone (63% yield), the hydrolysis-decarboxylation reaction of which yielded civetone (93%). Identification of all products was by1H nuclear magnetic resonance, infrared and mass spectroscopic data. This is the first report of the synthesis of civetone from palm oil-derived products.

Key Words

Civet civetone diethyl 9-octadecenedioate 2-ethoxycarbonyl-9-cycloheptadecenone ethyl oleate metathesis palm oil 

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Copyright information

© AOCS Press 1994

Authors and Affiliations

  • Yuen-May Choo
    • 1
  • Kay-Eng Ooi
    • 1
  • Ing-Hong Ooi
    • 1
  1. 1.Chemistry and Technology DivisionPalm Oil Research Institute of MalaysiaKuala LumpurMalaysia

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