Action of alcohols on bicyclic terpene oxides communication 3. Acetals of 3-camphenilanecarboxaldehyde

Abstract

1. A study has been made of the reaction of camphene oxide with primary alcohols (ethyl, butyl, isobutyl and octyl) and a secondary alcohol (isopropyl) in presence of sulfuric acid. It has been shown that the reaction of camphene oxide with primary alcohol is accompanied by isomerization of the epoxide and formation, as the sole product, of the corresponding ace tals of 3-camphenilanecarboxaldehyde. 2. It has been shown that in the case of secondary alcohos, exemplified by isopropyl alcohol, reaction is again accompanied by isomerization, but it stops at the 3-camphenilanecarboxaldehyde stage, and no acetal formation occurs. 3. By the reaction of 3-camphenilanecarboxaldehyde with glycols (ethylene glycol, 1,2-propanedio 1, 1,3-propanediol, and 1,3-butanediol) in presence of phosphoric acid, the corresponding cyclic acetals of 3-camphenilanecarboxaldehyde have been prepared. © 1954 Consultants Bureau, Inc.