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Preparation of malvalic and sterculic acid methyl esters from Bombax munguba and Sterculia foetida seed oils
Author(s) -
Fehling E.,
Schönwiese S.,
Klein E.,
Mukherjee K. D.,
Weber N.
Publication year - 1998
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/s11746-998-0328-9
Subject(s) - chemistry , transmethylation , methyl oleate , fatty acid , chromatography , organic chemistry , urea , fatty acid methyl ester , adduct , catalysis , biochemistry , methylation , biodiesel , gene
A method has been developed for the preparation of highly pure malvalic ( cis ‐8,9‐methyleneheptadec‐8‐enoic) and sterculic ( cis ‐9,10‐methyleneoctadec‐9‐enoic) acid methyl esters starting from Bombax munguba and Sterculia foetida seed oils. The methyl esters of these oils were prepared by sodium methylate‐catalyzed transmethylation followed by cooling (6°C) the hexane solution of crude methyl esters and separation of insoluble fatty acid methyl esters by centrifugation in the case of B. munguba and by column chromatography in the case of S. foetida . Subsequently, the saturated straight‐chain fatty acid methyl esters were almost quantitatively removed by urea adduct formation. Finally, methyl malvalate and methyl sterculate were separated from the remaining unsaturated fatty acid methyl esters, in particular methyl oleate and methyl linoleate, by preparative high‐performance liquid chromatography on C 18 reversed‐phase using acetonitrile isocratically. Methyl malvalate and methyl sterculate were obtained with purities of 95–97 and 95–98%, respectively.