Benzyl Bromide → HCID 23088640, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of 2-cyano-3-hydroxypyridine (10.0 g), water (40 mL) and acetonitrile (200 mL) was added N-bromosuccinimide (17.8 g) at 0° C., and the mixture was stirred at 0° C. for 2 hr, and at room temperature for 1 hr. Ethyl acetate was added to the reaction mixture. The solution was washed with water and saturated brine, dried over magnesium sulfate, and concentrated under reduced pressure to give a white solid. To a solution (200 mL) of the obtained solid in acetone were added benzyl bromide (11.9 mL) and potassium carbonate (23.1 g), and the mixture was stirred overnight with heating under reflux. Insoluble material was filtered off, and the filtrate was concentrated under reduced pressure. The residue was washed with methanol and toluene to give the title object compound (3.17 g, 13%) as a white solid.

Provenance & Evidence