Hydrochloric Acid → Methyl 2-[2-(chloromethyl)phenyl]acetate

Participants

Reaction Steps

Gaseous hydrogen chloride was bubbled through a solution of 3-isochromanone (2.0 g, 13.5 mmol) in methanol (30 ml) for 0.5 hour at room temperature and the reaction stirred for a further 2 hours. The methanol was removed under reduced pressure and the residue was dissolved in dichloromethane and dried. Removal of the solvent gave methyl 2-chloromethylphenylacetate (2.62 g, 98%) as an oil which was used without further purification; 1H NMR (270 MHz)δ: 3.70(3H,s), 3.81(2H,s), 4.68(2H,s), 7.22-7.40(4H,m) ppm.

Provenance & Evidence