1-Butanol → n-Butyl 3-hydroxy-1-adamantanecarboxylate

Participants

Reaction Steps

To 900 ml of toluene were added 300 mmol of the obtained 3-hydroxy-1-adamantanecarboxylic acid, 450 mmol of n-butanol, and 15 mmol of sulfuric acid, and the resultant mixture was stirred under reflux of toluene for 5 hours. The reaction mixture was concentrated and then subjected to column chromatography on a silica gel to give n-butyl 3-hydroxy-1-adamantanecarboxylate (yield: 94.1%). The conversion rate from 3-hydroxy-1-adamantanecarboxylic acid was 99%.

Provenance & Evidence