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Showing posts with label 1-[2-(Hydroxyimino)propyl]-2-pyrrolidinone. Show all posts
Showing posts with label 1-[2-(Hydroxyimino)propyl]-2-pyrrolidinone. Show all posts

Tuesday 12 August 2014

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

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



Figure US20020052370A1-20020502-C00112

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+).