1-(2-Aminopropyl)-2-pyrrolidinone
[0511] A mixture of the oxime from preparation 17 (375 mg, 2.40 mmol) and platinum oxide (300 mg) in ethanol (20 ml) was hydrogenated at 60 psi and room temperature for 18 hours. Tlc analysis showed starting material remaining, so additional platinum oxide (100 mg) was added and the reaction continued for a further 4 hours. The mixture was filtered through Arbocel®, and the filtrate evaporated under reduced pressure. The crude product was purified by column chromatography on silica gel using an elution gradient of dichloromethane:methanol:0.88 ammonia (95:5:0.5 to 90:10:1) to give the title compound as a clear oil, 170 mg, 50%;
1H NMR (CDCl3, 400 MHz)
δ: 1.02 (d, 3H), 1.36 (bs, 2H), 2.00 (m, 2H), 2.38 (t, 2H), 3.00-3.16 (m, 2H), 3.21 (m, 1H), 3.35-3.45 (m, 2H);
LRMS: m/z 143 (MH+).
No comments:
Post a Comment