Methanol → 2-Bromomethyl-8-methoxy-2,3-dihydro-furo[3,2-c]quinoline

Participants

Reaction Conditions

Reaction Steps

N-Bromosuccinimide (1.19 g, 6.69 mmol, 1.2 eq) is added at 10° C. to a stirred solution of 3-allyl-6-methoxy-quinolin-4-ol (1.20 g, 5.57 mmol, 1.0 eq) in dichloromethane (120 mL) and the resulting mixture is stirred at 10° C. for 1 hour. The reaction mixture is then successively washed with water (50 mL) and brine (20 mL), dried over sodium sulfate, filtered and concentrated to give a crude product that is purified by column chromatography (silica gel, eluent: dichloromethane:methanol, 80:1, v/v) to afford 2-bromomethyl-8-methoxy-2,3-dihydro-furo[3,2-c]quinoline as a light yellow solid (1.2 g, 73% yield).

Provenance & Evidence