in N,N,N',N',N'',N''-hexamethylphosphoric triamide T=100°C; 5 h;

N-bromosuccinmide in N,N-dimethyl-formamide T=0 - 20°C; 3 h;

1: anhyd. hydrazine / 2 h / Heating 2: H2 / Raney nickel / ethanol / 4 h / 775.7 Torr View Scheme

bromine in acetic acid Ambient temperature;

1: With [1,3-bis(diphenylphosphino) propane] dichloronickel(II) in tetrahydrofuran; diethyl ether T=10 - 20°C; 5.08333 h; Heating / reflux; 2: With water in tetrahydrofuran; diethyl ether T=20°C; 3: With hydrogenchloride in tetrahydrofuran; diethyl ether; water T=20°C; pH=5 - 6;