Preparation of α-damascone

Abstract

α-Damascone is widely used in perfumes. However, the manufacture of α-damascone remains challenging owing to the limitations of current production processes. Herein, α-damascone was successfully synthesized from α-ionone using a new route involving only four steps, namely oximization, epoxidation, dehydration, and reduction. The total yield was 54.9% with a final chemical purity of 97% (by GC). Only water, cyclohexane, and ethanol were used in the reactions except in the purification step, and all solvents could be recycled. The structures of the intermediates and target compound were identified by 1H NMR and 13C NMR analyses and MS experiments. This route is a simple and successful method for the industrial preparation of α-damascone.

Keywords

• α-damascone
• α-ionone
• preparation