in ethanol 16 h; Heating;

1: 56 percent / pyridine / 24 h / Ambient temperature 2: 52 percent / methanol / 0.33 h / Heating View Scheme

1: 65 percent / piperidine / ethanol / 100 h / Heating 2: 68.2 percent / hydrazine hydrate, / raney Ni / aq. NaOH / 0.5 h / Ambient temperature View Scheme

1: 56 percent / pyridine / 24 h / Ambient temperature 2: 52 percent / methanol / 0.33 h / Heating 3: 70 percent / H2 / Raney Ni / methanol / 40 °C / 3361.5 Torr 4: 1.) POCl3, 2.) conc. HCl / 1.) benzene, reflux, 15 min, 2.) reflux, 4 h View Scheme