Hydrochloric Acid → Benzyl 6-(benzyloxy)quinoline-2-carboxylate

Participants

Reaction Conditions

Reaction Steps

To a solution of 6-hydroxyquinoline-2-carboxylic acid (2.00 g) in N,N-dimethylformamide (20.0 mL) were added potassium carbonate (3.07 g) and benzyl bromide (3.02 mL), followed by stirring at 50° C. for 6 hours. The reaction mixture was left to be cooled, 1 M hydrochloric acid, ethyl acetate, and tetrahydrofuran were added thereto, and the organic layer was extracted. The organic layer was washed with water and a saturated aqueous sodium chloride solution, then dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by hexane-ethyl acetate to obtain benzyl 6-(benzyloxy)quinoline-2-carboxylate (1.80 g).

Provenance & Evidence