5-Methylsalicylic acid → Phenylmethyl 5-methyl-2-[(phenylmethyl)oxy]benzoate

Participants

Reaction Steps

K2CO3 (1379 mg, 9.99 mmol) was added to a stirred solution of 2-hydroxy-5-methylbenzoic acid (608 mg, 4.00 mmol) in acetone (10 ml), followed by the addition of (bromomethyl)benzene (1709 mg, 9.99 mmol). The mixture was refluxed for 12 h and then cooled to room temperature. The mixture was filtered and the filtrate was concentrated to a yellow solid. The crude product was purified by Flash chromatography over silica gel, eluting with 1:10 ethyl acetate-petroleum ether to yield the title compound as a white powder. 1.0 g.

Provenance & Evidence