Methanol → 3-Fluoro-2-methylquinolin-7-ol hydrobromide

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-fluoro-7-methoxy-2-methylquinoline (0.255 g, 1.33 mmol) in DCM (5 mL) was added BBr3 (6.67 mL, 6.67 mmol) at 0° C. The mixture was stirred at 0° C. for 2 hours and at ambient temperature for 3 hours. Methanol (10 mL) was added slowly and the resulting mixture was stirred at ambient temperature for 1 hour. The solvent was removed under reduced pressure. The resulting solid was suspended in 1:1 ether/hexane and stirred at ambient temperature for 10 minutes. The solid was collected by filtration to give 3-fluoro-2-methylquinolin-7-ol hydrobromide (0.37 g, 1.43 mmol, 107% yield) as a solid.

Provenance & Evidence