Sodium Hydroxide → 1-Quinolin-6-yl-ethanone oxime

Reaction equation

Cl.[NH2:2][OH:3].[OH-].[Na+].[N:6]1[C:15]2[C:10](=[CH:11][C:12]([C:16](=O)[CH3:17])=[CH:13][CH:14]=2)[CH:9]=[CH:8][CH:7]=1>CCO>[N:6]1[C:15]2[C:10](=[CH:11][C:12]([C:16](=[N:2][OH:3])[CH3:17])=[CH:13][CH:14]=2)[CH:9]=[CH:8][CH:7]=1

Participants

Procedure

To a suspension of hydroxylamine hydrochloride in EtOH (150 mL) was added a suspension of NaOH (2.4 g, 59.7 mmol) in EtOH (25 mL). The reaction mixture was stirred at ambient temperature for 15 minutes. The precipitated sodium hydrochloride was filtered off. A solution of 1-quinolin-6-yl-ethanone (9.3 g, 54.25 mmol) in EtOH (150 mL) was added. The reaction solution was stirred for 16 hours at ambient temperature. EtOH was removed in vacuum to give 1-quinolin-6-yl-ethanone oxime (10.1 g, >99% yield).