2012 : SYNTHESIS OF PIPERONYL ESTERS FROM COMMERCIAL ESSENTIAL OIL OF CINNAMOMUM CULLILAWAN, BLUME.
Prof. Dr. Taslim Ersam MS.
5-(Prop-2-enyl) benzo [d][1, 3] dioxole as a major component of commercial essential oil of Cinnamomum cullilawan, Blume was separated subsequently by reaction with sodium hydroxide solution, extraction, and distillation under reduced pressure. Isomerization of 5-(Prop-2-enyl) benzo [d][1, 3] dioxole under basic conditions furnished 5-(prop-1-enyl) benzo [d][1, 3] dioxole which on oxidation afforded benzo [d][1, 3] dioxole-5-carbaldehyde in good yield. Sodium borohydride reduction of benzo [d][1.3] dioxole-5-carbaldehyde gave benzo [d][1, 3] dioxol-5-ylmethanol, which on reaction with carboxylic acid anhydride or acyl chloride furnished piperonyl esters in good yields. Aroma intensity of the esters is also discussed.