hydrogenchloride; triphenylphosphine; palladium dichloride in butanone T=130°C; P=77572.2 Torr;

morpholine 2 h; Heating;

1: 38 percent / aq. sodium hypochlorite / 12 h / Heating 2: borane / tetrahydrofuran / 3 h / Ambient temperature 3: 89 percent / pyridinium chlorochromate / CH2Cl2 / 3 h 4: 86 percent / morpholine / 2 h / Heating View Scheme

1: borane / tetrahydrofuran / 3 h / Ambient temperature 2: 89 percent / pyridinium chlorochromate / CH2Cl2 / 3 h 3: 86 percent / morpholine / 2 h / Heating View Scheme

1: 89 percent / pyridinium chlorochromate / CH2Cl2 / 3 h 2: 86 percent / morpholine / 2 h / Heating View Scheme

hydrogen; palladium on activated charcoal in methanol