p-Toluenesulfonic acid → 4-(1-Methoxy-1-methyl-ethyl)-benzoic acid methyl ester

Participants

Reaction Steps

To a solution of methyl 4-(1-hydroxy-1-methylethyl)benzoate (340 mg, 1.75 mmol) in methanol (20 mL) was added p-toluenesulfonic acid (70 mg, 0.37 mmol). The mixture was refluxed for 48 h, concentrated in vacuo, and the residue chromatographed (silica gel, 10% ethyl acetate/90% hexanes to 30% ethyl acetate/70% hexanes) to give 118 mg (32%) of the title compound.

Provenance & Evidence