Methanol → Methyl (2-chloro-4-hydroxy-5-methoxyphenyl)acetate

Participants

Reaction Steps

To a solution of [4-(acetyloxy)-2-chloro-5-methoxyphenyl]acetic acid (670 mg, 2.587 mmol) in 30 mL of MeOH was added dropwise SOCl2 at 0° C. The resulting mixture was stirred at 50˜60° C. overnight and concentrated to dryness. The residue was dissolved in EtOAc (50 mL), washed with water (50 mL), brine (50 mL), dried over anhydrous Na2SO4 and concentrated to give methyl (2-chloro-4-hydroxy-5-methoxyphenyl)acetate. 1H-NMR (400 MHz, CDCl3) δ ppm 6.94 (s, 1H), 6.75 (s, 1H), 3.86 (s, 3H), 3.70 (s, 3H), 3.68 (s, 2H).

Provenance & Evidence