A simple and facile method for the synthesis of 1‐octacosanol

Abstract

An efficient synthetic method was developed for the preparation of 1‐octacosanol (C 28 ‐alcohol) from commercially available lipid‐based intermediates namely sebacic acid (decanedioic acid) and stearyl alcohol. The key step in the synthesis is the preparation of tert ‐butyl dimethyl octacos‐10‐enyloxy silane from 10‐ tert ‐butyl dimethyl silanyloxy decanal and octadecyl triphenylphosphonium bromide salt employing Witting reaction. This product on simultaneous hydrogenation of double bond and deprotection of tert‐butyldimethylsilyl protecting group in a single step on treatment with Pd/C and H 2 in methanol at ambient temperature resulted octacosanol in 95% yields. The products were characterised by IR, 1 H NMR, and GC–MS analysis.