1: triethylamine / CHCl3 / 3 h / 35 °C 2: 20percent HCl / CHCl3 / 5 h / Heating 3: NaOH / ethanol 4: usual Wolf-Kishner reduction View Scheme

1: 92 percent / diethyl ether / 24 h / Ambient temperature 2: 95 percent / H2 / 10percent Pd/C / ethyl acetate / 3.5 h / 25 °C / 5320 Torr View Scheme

1: triethylamine / CHCl3 / 3 h / 35 °C 2: 20percent HCl / CHCl3 / 5 h / Heating 3: NaOH / ethanol 4: potassium carbonate / acetone / Heating 5: BF3*O(C2H5)2 / CHCl3 / 36 h / Ambient temperature 6: H2 / Raney nickel / ethanol / 9 h / Heating 7: 95 percent / lithium aluminium hydride / tetrahydrofuran / 1.) -10 deg C to room temperature, 1 h, 2.) room temperature, 4 h View Scheme

1: triethylamine / CHCl3 / 3 h / 35 °C 2: 20percent HCl / CHCl3 / 5 h / Heating 3: NaOH / ethanol 4: potassium carbonate / acetone / Heating 5: BF3*O(C2H5)2 / CHCl3 / 36 h / Ambient temperature 6: H2 / Raney nickel / ethanol / 9 h / Heating View Scheme

1: triethylamine / CHCl3 / 3 h / 35 °C 2: 20percent HCl / CHCl3 / 5 h / Heating 3: NaOH / ethanol 4: potassium carbonate / acetone / Heating View Scheme

quinoline; Pd-BaSO4; xylene T=140 - 150°C; Hydrogenation.mit Chinolin und Schwefel desaktiviertem Katalysator;