N-bromobutanimide → HCID 86137547, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-methoxy-1-methylquinolin-2(1H)-one (2 g, 10.57 mmol) in THF (5 mL) at 0° C. under N2 atmosphere was added N-bromosuccinimide (2.26 g, 12.68 mmol) in portions over a period of 1 hour. The suspension was stirred at 0° C. for 1 hour then at room temperature for 2 hours. The solvent was removed in vacuo and CH2Cl2 was added to re-dissolve the residue. The solution was washed twice with a cold saturated NaHCO3 solution and with cold H2O then dried over anhydrous MgSO4. The solvent was removed in vacuo and the resulting solid residue was triturated several times with Et2O. The resulting solid was dried in vacuo to afford 3-bromo-4-methoxy-1-methylquinolin-2(1H)-one (2.7 g, MS: 269.9 [M+H+])

Provenance & Evidence