1-Propanone,1-(4-pyridinyl)-,oxime(9CI) synthesis

Yield:-

Reaction Conditions:

with hydroxylamine hydrochloride;sodium acetate in methanol at 20; for 20 h;

Steps:

48.a

Hydroxylamine hydrochloride (2.8 g, 40.7 mmol) and sodium acetate (3.3 g, 40.7 mmol) were added to 20 mL of methanol and the resulting white slurry was stirred at room temperature for 30 min. l-(Pyridin-4-yl)propan-l-one (5.0 g, 37.0 mmol) was added and the mixture was stirred at room temperature for 20 hours. Water (50 mL) and EtOAc (50 mL) were added and the organic layer was separated. The aqueous layer was basifed with solid sodium bicarbonate and extracted with additional EtOAc. The combined organic layer was washed with saturated NaHCO₃ solution and dried over MgSO₄. The solvent was evaporated in vacuo to give 5.3 g of the title compound. MS: (+) m/z 151.36 (M+l).

References:

WO2009/73669,2009,A1 Location in patent:Page/Page column 92