Ethanol → Ethyl 3-hydroxy-2-methylbenzoate

Participants

Reaction Steps

To a solution of 3-hydroxy-2-methylbenzoic acid (1.00 g, 6.57 mmol) in ethanol (10 mL) was added sulfuric acid (0.16 g, 1.64 mmol), and the mixture was heated under reflux for 12 hours. The reaction solution was cooled to room temperature, and one half of the solvent was concentrated under reduced pressure. Then, water (30 mL) was added thereto, and the mixture was neutralized with sodium carbonate. The mixture was extracted with diethyl ether, and the organic layer was washed with water, and then concentrated under reduced pressure. To the resulting residue was added hexane and crystallized to give the title compound (1.12 g, yield 95%).

Provenance & Evidence