PRODUCTION OF 3Z,6Z,8E-DODECATRIENOL, INTERMEDIATE USED IN PRODUCTION THEREOF AND PRODUCTION OF THE INTERMEDIATE

摘要

PURPOSE:To simply obtain the title compound having the same steric configuration as that of natural trail-following bepheromone of termite from readily obtainable raw materials in high yield by hydrolyzing a partially novel 1- substituted-3Z,6Z,8E-dodecatriene. CONSTITUTION:A partially novel 1-OR-3Z,6Z,8E-dodecatriene shown by formula II [R is tetrahydorpyranyl, ethoxyethyl, benzoyl, acyl or (alkyl or aryl substituted) benzyl] including a novel substance shown by formula I is hydrolyzed to give 3Z,6Z,8E-dodecatrienol shown by formula III industrially and advantageously. The raw material is preferably obtained by condensing a cis form shown by formula IV (X is Cl, Br or I) with triphenylphosphite to give a partially novel cis form (cis form shown by formula VI is novel) shown by formula V, which is condensed with trans-2-hexanal in the presence of a base.