4-methyl-morpholine; hydroxylamine hydrochloride in methanol T=20°C; 72 h;

1: 93 percent / H2 / Pd/C / ethyl acetate / 11 h / 2327.17 Torr 2: 89 percent / NH2OH*HCl; NMM / methanol / 72 h / 20 °C View Scheme

1: 96 percent / NaN3 / dimethylformamide / 5 h / 20 °C 2: 93 percent / H2 / Pd/C / ethyl acetate / 11 h / 2327.17 Torr 3: 89 percent / NH2OH*HCl; NMM / methanol / 72 h / 20 °C View Scheme

hydrogen; palladium on activated charcoal in methanol P=2327.17 Torr; 11 h;