Hydroxyamine hydrochloride → HCID 73432879, compound

Participants

Reaction Steps

Sodium acetate (6.47 g) and hydroxylamine hydrochloride (5.74 g) were dissolved in water (45 ml) and added to a solution of 2-(5-chloropyridin-2-yl)-1-(4-fluorophenyl)ethanone (3.39 g, 13.6 mmol) in methanol (200 ml). After heating at reflux for 2 h, the cooled reaction mixture was partitioned between water and ethyl acetate and the organic phase dried and concentrated to give the title compound as a yellow solid (3.56 g, 98%). NMR (CDCl3) δ 4.35 (2H, s, CH2); 7.02 (2H, t, 8 Hz, arom); 7.25 (1H, d, J 9 Hz, arom); 7.53 (1H, dd, J 9 & 2 Hz, arom); 7.71 (2H, m, arom); 8.12 (1 H, br s, OH); 8.48 (1H, s, 2 Hz, arom); Tlc SiO2 cyclohexane:ethyl acetate (3:1) Rf 0.42 detection uv254.

Provenance & Evidence