Hydroxylamine → HCID 86680657, compound

Participants

Reaction Steps

Hydroxylamine (2.513 mL of 50% w/v, 38.04 mmol) was added to a stirred solution of tert-butyl (3R)-3-(4-formylphenyl)morpholine-4-carboxylate 11 (5.54 g, 19.02 mmol) in ethanol (29.66 mL) and the resulting mixture stirred at rt for 1 h. The reaction mixture was concentrated in vacuo and then redissolved in EtOAc (50 mL) and sequentially washed with water (2×20 mL) and brine (1×20 mL), dried over MgSO4, filtered and concentrated in vacuo to leave product as a white foam (5.57 g, 96% yield); 1H NMR (400.0 MHz, DMSO) d 1.39 (9H, s), 3.08 (1H, m), 3.49 (1H, m), 3.69-3.83 (4H, m), 4.28 (1H, m), 4.98 (1H, s), 7.36 (2H, m), 7.58 (2H, m), 8.13 (1H, s) and 11.23 (1H, s) ppm.

Provenance & Evidence