Synthesis of Myristicin Ketone (3,4-Methylenedioxy-5-Methoxyphenyl)-2-Propanone from Myristicin

摘要

The synthesis of myristicin ketone from myristicin has been achieved through conversion of allyl group to ketone. Myristicin was isolated from nutmeg oil. The reaction of myristicin with mercury acetate in aqueous tetrahydrofuran, followed by in situ reduction of the mercurial intermediate by alkaline solution sodium borohydride produced myristicin alcohol. Myristicin alcohol was oxidized with PCC at 40 0C for 90 minutes, followed by purified with saturated potassium disulphite yield myristicin ketone (3-methoxy-4,5-methylenedioxyphenyl)-2-propanone (68.32%).