S. Mhaskar, V. Mani
May 1, 1994
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Journal
Journal of the American Oil Chemists’ Society
Abstract
We report here the synthesis of methyl 9,12-epoxyoctadecanoate (2-[7-methoxycarbonyl-heptyl]-5-hexanyl-tetrahydrofuran). Methyl ricinoleate (methyl 12-hydroxy-9-cis-octadecenoate), isolated from castor oil methyl esters was isomerized with diphenyl disulfide as radical initiator under ultraviolet radiation to give thetrans isomer, methyl ricinelaidate. The latter was cyclized by slow addition of 10% bromine solution in dichloromethane to give methyl 10-bromo-9,12-epoxyoctadecanoate, which on hydrogenation with Pd/C catalyst gave the title compound, methyl 9,12-epoxyoctadecanoate.