M. S. Ahmad, Abdul Rauf, S. M. Osman
1982
Citations
0
Influential Citations
2
Citations
Journal
Journal of the American Oil Chemists’ Society
Abstract
Reaction of methyl 4-hydroxy-trans-2-hexadecenoate (1b) withm-chloroperbenzoic acid (1.0 mol) in chloroform yielded methyl 4-hydroxy-trans-2,3-epoxyhexadecanoate (2) in 32% yield. Reaction with 2 mol afforded both methyl 4-oxo-trans-2-hexadecenoate (3) (15.3%) and (2) (65.8%). The presence of an allylic hydroxyl group in the α,β-unsaturated ester enhances the yield of the epoxidation product (2) as well as the keto compound (3). The structures of individual reaction products were established by elemental analyses as well as by spectral studies.