Addition Reaction of Dihydromyrcene, α-Terpinene and α-Phellandrene with C1C4 Alcohols in the Presence of Synthetic Zeolites

Abstract

Examination was made of the addition reactions of dihydromyrcene (1), α-terpinene (2), and α-phellandrene (3) with C1C4 alcohols in the presence of synthetic zeolites. In methanol with HSZ-330 HUA synthetic zeolite at 60°C, the addition of (1) gave 7-methoxy-3, 7-dimethyl-1-octene (4) with high selectivity (98 % at optimum). In 1-propanol with HSZ-600 HOA synthetic zeolite, 2-propoxy-3-p-menthen-1-ol (17) and 1-propoxy-3-p-menthen-2-ol (18) were obtained with high selectivity from (2). The addition of (3) gave 1-alkoxy-5-p-menthene-2-ol compounds as the major products. These compounds were examined for their odor (6), (7), and (18) emitted odors demonstrating their applicability as flavor ingredients.