Methanol → Methyl 3-chloro-4-hydroxyphenylacetate

Participants

Reaction Steps

To a stirred solution of 2-(3-chloro-4-hydroxyphenyl)acetic acid (3 g, 16.078 mmol) in methanol (35 mL) were added sulfuric acid (0.3 mL). The reaction mixture was refluxed for 15 h and cooled to room temperature. The solvent was evaporated. The residue dissolved in ethyl acetate and extracted with NaHCO3. The organic layer was dried over magnesium sulfate and filtered. The filtrate removed in vacuo. The crude was purified by column chromatography. Methyl 2-(3-chloro-4-hydroxyphenyl)acetate (3.557 g) was obtained as 99% yield.

Provenance & Evidence