SYNTHESIS OF CIVETONE FROM PALM OIL PRODUCTS

Citation
Ym. Choo et al., SYNTHESIS OF CIVETONE FROM PALM OIL PRODUCTS, Journal of the American Oil Chemists' Society, 71(8), 1994, pp. 911-913
Citations number
8
Categorie Soggetti
Food Science & Tenology","Chemistry Applied
ISSN journal
0003021X
Volume
71
Issue
8
Year of publication
1994
Pages
911 - 913
Database
ISI
SICI code
0003-021X(1994)71:8<911:SOCFPO>2.0.ZU;2-5
Abstract
Metathesis of ethyl oleate, catalyzed by WCl6 and SnMe(4), provided di ethyl 9-octadecenedioate (the desired starting material for the synthe sis of civetone) in 99% yield. Dieckmann condensation of diethyl 9-oct adecenedioate gave 2-ethoxycarbonyl-9-cycloheptadeaenone (63% yield), the hydrolysis-decarboxylation reaction of which yielded civetone (93% ). Identification of all products was by H-1 nuclear magnetic resonanc e, infrared and mass spectroscopic data. This is the first report of t he synthesis of civetone from palm oil-derived products.