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Synthesis of civetone from palm oil products
Author(s) -
Choo YuenMay,
Ooi KayEng,
Ooi IngHong
Publication year - 1994
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02540473
Subject(s) - yield (engineering) , decarboxylation , palm oil , chemistry , metathesis , hydrolysis , organic chemistry , diethyl carbonate , catalysis , materials science , food science , polymer , ethylene carbonate , electrode , electrolyte , metallurgy , polymerization
Metathesis of ethyl oleate, catalyzed by WCl 6 and SnMe 4 , 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 by 1 H nuclear magnetic resonance, infrared and mass spectroscopic data. This is the first report of the synthesis of civetone from palm oil‐derived products.
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