hydrogen; triethylamine; cobalt in methanol T=100 - 110°C; P=62057.8 Torr; 3 h;

hydrazine hydrate in ethanol 8 h; Heating;

hydrogenchloride; hydrazine hydrate 1.) EtOH, reflux, 8 h, 2.) EtOH, reflux, 6 h; Multistep reaction;

in N,N-dimethyl-formamide T=35°C; 18 h;

1: acetonitrile / 1 h / 60 °C 2: 89.9 percent / 2-methoxy-ethanol / 10 h / Heating 3: 73 percent / bromine / acetic acid / 1 h / 15 °C 4: 99.8 percent / bis(triphenylphosphine)palladium dichloride, triphenylphosphine, tributylamine / dimethylformamide; H2O / 12 h / 100 °C / 10343 Torr View Scheme

in tetrahydrofuran Ambient temperature;