Acetic Acid → HCID 15405234, compound

Participants

Reaction Steps

Into a solution of a 28% sodium methylate-methanol solution (19.2 g; 0.1mol) in methanol (22ml) was added dropwise a solution of 8,9-epoxy-p-menthan-2-ol (17 g; 0.1 mol) in methanol (10 ml) with heating under reflux for over one hour. Upon completion, the resultant mixture was stirred at the same temperature for 3 hours for reaction. After cooling, glacial acetic acid (6.6 g; 0.11 mol) was added dropwise to the mixture for neutralizing the alkali. The oil layer which had been separated by adding chilled water was extracted with toluene, washed with brine until neutral, dried over anhydrous magnesium sulfate and concentrated under a low vacuum while recovering the toluene to give a crude product (17 g). The crude product was distilled under a high vacuum at a boiling point of 114° to 150° C./0.9 mm Hg to give the title compound (5) (15.2 g) (Theoretical yield: 75%). Analytical results on the title compound are given below.

Provenance & Evidence