Methanol → Methyl 3-chloro-4-hydroxyphenylacetate

Participants

Reaction Steps

A solution of 3-chloro-4-hydroxyphenylacetic acid (24.55 g, 131.57 mmol) and sulfuric acid (0.701 mL, 13.16 mmol) in methanol (600 mL) was stirred at 75° C. for 3 hours. The reaction mixture was allowed to cool to ambient temperature evaporated to dryness and redissolved in EtOAc (500 mL), and washed with saturated brine (2×300 mL). The organic layer was dried over MgSO4, filtered and evaporated to afford methyl 2-(3-chloro-4-hydroxyphenyl)acetate (24.20 g, 92%) as a pale yellow oil.

Provenance & Evidence