Potassium Carbonate → HCID 66760295, compound

Participants

Reaction Conditions

Reaction Steps

To 4-chloro-2-methylquinolin-8-ol (10.20 g, 52.7 mmol), potassium carbonate (10.9 g, 79.0 mmol) in 2-butanone (100 mL) was added benzyl bromide (6.89 mL, 58.0 mmol) vial syringe with stirring. The suspension was heated at 70° C. for 4 h, stirred at ambient temperature overnight and poured into ice water (200 mL). The precipitate was filtered, washed with a little EtOAc/water and dried to give 8-(benzyloxy)-4-chloro-2-methylquinoline (5.82 g). The filtrate was extracted with EtOAc, dried, filtered and evaporated. Solid from Hex/EtOAc (10/1) was filtered and dried to give additional 8-(benzyloxy)-4-chloro-2-methylquinoline, 13.72 g (92% total crude yield).

Provenance & Evidence