Methanol → Methyl 3-chloro-4-hydroxyphenylacetate

Participants

Reaction Conditions

Reaction Steps

A solution of 2-(3-chloro-4-hydroxyphenyl)acetic acid (1000 g, 5359 mmol) and sulfuric acid (0.029 L, 535 mmol) in methanol (10 L) was stirred at reflux for 3 hours. The reaction mixture was cooled to 25° C. The solvent was then removed in vacuo. Ethyl acetate (5.0 L) was added and the solution was washed with water (4.0 L), brine (2.0 L), dried (magnesium sulphate), filtered and the solvent was removed in vacuo. Gave methyl 2-(3-chloro-4-hydroxyphenyl)acetate (1078 g, 99%) as an orange oil.

Provenance & Evidence