Ethanol → HCID 178472374, compound

Participants

Reaction Steps

To a solution of cis/trans-4-(hydroxymethyl)cyclohexanecarboxylic acid (10.0 g, 63.2 mmol) in ethanol (316 ml) was added a catalytic amount of sulfuric acid. The reaction mixture was heated at reflux for 20 h. The solvent was evaporated. The residue was partitioned between ethyl acetate (150 ml) and 2 M aqueous sodium carbonate solution (100 ml). The aqueous layer was separated. The organic layer was washed with one 100-ml portion of water and one 50-ml portion of brine. The combined aqueous layers were extracted with one 100-ml portion of ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate and concentrated in vacuo to give the tile compound as colorless oil (11.5 g, 98.1%). MS m/e: 187 ([M+H]+)

Provenance & Evidence