Hydrochloric Acid → Pyridine-2-aldoxime

Participants

Reaction Steps

To a suspension of 2-pyridinecarboxaldehyde (47.8 mL, 500 mmol) and hydroxylamine (38.2 g, 550 mmol) in ethanol (37 mL) and water (111 mL) was added ice (213 g). Then a solution of sodium hydroxide (50 g, 1.25 mol) in water (51 mL) was added within a 30 min period (temperature rose from −8° C. to +10° C.) whereupon most of the solid dissolves. After 1 h stirring at room temperature the resulting mixture was then acidified with HCl (5 N). The precipitate was then filtered off and dried to afford the title compound (47.7 g, 78%), which was obtained as an off white solid. MS m/e=123.3 [M+H]+.

Provenance & Evidence