Hydrochloric Acid → 3(R)-Pyrrolidinyloxyamine dihydrochloride

Participants

Reaction Steps

Benzophenone O—[(R)-3-pyrrolidinyl]oxime (13.0 g) was suspended in 6N HCl (250 mL) and the mixture was refluxed for 2 h. After cooling, the reaction was extracted with Et2O. The aqueous layer was evaporated to give a crude brown solid which was treated with 0.34 g of activated carbon in absolute EtOH (255 mL) at reflux for 2 h. The solid obtained after evaporation was crystallized with 96% EtOH (40 mL) to give the title compound III-e (2.98 g, 72%), as an off white solid. 1H-NMR (300 MHz, DMSO-d6, ppm from TMS): δ 11.22 (3H, bb), 9.74 (1H, bb), 9.54 (1H, bb), 4.98 (1H, m), 3.60-3.00 (4H, m), 2.40-2.00 (2H, m).

Provenance & Evidence