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Direct esterification of fatty acids with phenylalkanols by using dicyclohexylcarbodiimide
Author(s) -
Rauf Abdul,
Parveen Humaira
Publication year - 2004
Publication title -
european journal of lipid science and technology
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.614
H-Index - 94
eISSN - 1438-9312
pISSN - 1438-7697
DOI - 10.1002/ejlt.200300887
Subject(s) - chemistry , methanol , yield (engineering) , pyridine , organic chemistry , fatty acid , elemental analysis , medicinal chemistry , materials science , metallurgy
A mild one‐pot esterification method of fatty acids with alcohols at room temperature is described. The reaction of undec‐10‐enoic acid (I) with 1‐phenylethanol in the presence of N,N '‐di‐cyclohexylcarbodiimide and 4‐( N,N ‐dimethylamino)pyridine gave 1'‐phenylethyl undec‐10‐enoate in quantitative yield. Similar reactions were also carried out with ( Z )‐octadec‐9‐enoic acid, ( Z )‐12‐hydroxyoctadec‐9‐enoic and ( Z )‐9‐hydroxyoctadec‐12‐enoic acids. In addition, compound (I) was allowed to react with diphenyl methanol to form its corresponding ester. The structure elucidation of the prepared esters is based on the elemental analysis and spectral data (IR, 1 H‐ and 13 C‐NMR, MS).