Phenol → Tert-butyl 3-methyl-4-phenoxybenzoate

Participants

Reaction Conditions

Reaction Steps

A mixture of tert-butyl 4-fluoro-3-methylbenzoate (740 mg, 3.5 mmol), phenol (700 mg, 7.4 mmol), potassium carbonate (993 mg, 7.2 mmol) and methylsulfinylmethane (10 mL) was stirred at 120° C. for 12 hours. The mixture was concentrated to give a residue. The residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=80:1) to give tert-butyl 3-methyl-4-phenoxybenzoate as a colorless oil (654 mg, 66%). 1H NMR (300 MHz, CDCl3): δ 8.08 (s, 1H), 7.68 (s, 1H), 7.38 (s, 1H), 7.32-7.28 (m, 2H), 6.84-6.77 (m, 3H), 2.26 (s, 3H), 1.56 (s, 9H).

Provenance & Evidence