The invention discloses a synthesis method of Z9,11-dodecadienol acetate. The synthesis method comprises the following steps: (1) by taking 1,9-nonanediol as a
raw material, performing unilateral oxidation to synthesize 9-hydroxyl-1-
nonanal; (2) synthesizing an intermediate Z9,11-dodecadienol; (3) synthesizing the Z9,11-dodecadienol acetate. The synthesis method has the advantages of mild synthesis conditions, short reaction time, easy operation, wide application range, high yield, low cost and easy industrialization, the process flow is shortened, and three wastes are few. In a synthesis reaction of the 9-hydroxyl-1-
nonanal,
silica gel is added, the dispersion of PCC (
Pyridinium Chlorochromate) is facilitated, the opportunity of oxidation of two hydroxyls is reduced by adding the PCC in batches, the reaction is performed at
room temperature, and energy is saved; after the reaction is completed, ethyl
ether and water are added for extraction, and the yield of reactants is improved. In the synthesis process of the Z9,11-dodecadienol, a
phase transfer catalyst 18-
crown ether-6 and non-polar
solvent benzene are adopted to react so as to obtain a cis-product; meanwhile, weak alkali
potassium carbonate is adopted, so that the protection of the hydroxyls of the 9-hydroxyl-1-
nonanal is avoided, and a reaction synthesis
route is shortened.