3-(1-Adamantyl)-4-methoxybenzoic acid → HCID 19068253, compound

Participants

Reaction Steps

8 g (0.2 mol) of lithium aluminum hydride and 50 ml of anhydrous THF were introduced into a three-necked flask under a stream of nitrogen. A solution of 28.6 g (0.1 mol) of 3-(1-adamantyl)-4-methoxybenzoic acid in 260 ml of anhydrous THF was added dropwise and the mixture was heated at reflux for 16 hours. The reaction medium was cooled and hydrolyzed with 14.4 ml of sodium potassium tartrate solution. The salt was filtered off. The filtrate was evaporated and the solid obtained was triturated from hexane, filtered off and dried. 26.2 g (96%) of the expected benzyl alcohol, having a melting point of 134°-5° C., were recovered.

Provenance & Evidence