Determining the Practical Synthesis and Purification of cis-11-Octadecenoic Acid: A Component of Inhibition of Endotoxin Response

Abstract

This study report the practical and effective synthesis of 1 with respect to provide a high purity of this useful chemical. cis-11-Octadecenoic acid 1, which is known to be a useful chemical for the component of drugs, has been synthesized by Wittig reaction with n-heptanal and 10-methoxycarbonyldecyltriphenylphosphonium bromide using potassium t-butoxide at –50°C to give methyl cis-11-octadecenoate 2 in 79% yield with 95% cis-selectivity, followed by hydrolysis and then recrystallizated by MeOH at –20°C to give a high purity of 1 in 33% yield.