Methanol → 3-Methoxy-4-(2-methylphenyl)benzoic acid

Participants

Reaction Conditions

Reaction Steps

To the ester of Step C (26 mmol) was added methanol (10 mL), tetrahydrofuran (45 mL), and 1 N sodium hydroxide (33 mL). The solution was refluxed vigorously in an oil bath at 105° C. for one hour. The volatile solvents were evaporated and the solution was chilled in ice. Hydrochloric acid (2.0 N) was added until the pH was −1. The product was extracted into ethyl acetate, dried with anhydrous magnesium sulfate, filtered and evaporated to a white solid. This was recrystallized in ethyl acetate and hexane to afford 5.5 g of the title compound (86%).

Provenance & Evidence