Methanol → 1-(Pyridin-4-yl)propan-1-one oxime

Participants

Reaction Steps

To a solution of hydroxylamine hydrochloride (7 g, 0.1 mol) in H2O (40 mL) and 2N NaOH solution (50 mL) was added the compound 1 (9.46 g, 70 mmol). The reaction mixture was heated to reflux and made homogeneous by the addition of methanol (MeOH) (30 mL). After heating at reflux for 2 hours, the reaction mixture upon cooling gave the compound 2 as a white solid (7.90 g, 75%): mp 141°-144° C.; NMR (DMSO-d6) δ 1.03 (t, 3H, J=8 Hz), 2.72 (q, 2H, J=8 Hz), 3.34 (bs, 1H), 7.56 (d of d, 2H), and 8.56 (df d, 2H); IR (KBr) 1600 cm-1.

Provenance & Evidence