Dad can teach you NMR...........1-[2-(Hydroxyimino)propyl]-2-pyrrolidinone

1-[2-(Hydroxyimino)propyl]-2-pyrrolidinone

Hydroxylamine hydrochloride (316 mg, 4.55 mmol) and then pyridine (37011, 4.58 mmol) were added to a solution of the amide from preparation 16 (643 mg, 4.55 mmol) in ethanol (30 ml), and the reaction stirred at room temperature for 18 hours. The mixture was evaporated under reduced pressure and the residue purified by column chromatography on silica gel using an elution gradient of dichloromethane:methanol (97:3 to 90:10). The product was triturated with ether to give the title compound as a white solid, 375 mg, 53%; 

¹H NMR (DMSOd₆, 400 MHz) δ: 1.60 (s, 3H), 1.87 (m, 2H), 2.20 (t, 2H), 3.19 (t, 2H), 3.78 (s, 2H), 10.77 (s, 1H); LRMS: m/z 157.4 (MH⁺).