in water T=25°C; 4 h;

1: H2 / 5percent Pd/C / toluene / 1 h / 760 Torr / Ambient temperature 2: toluene / 3 h / Heating 3: 5percent Pd/C / toluene / 2 h / Heating 4: thionyl chloride / CHCl3 / 0.33 h / Heating 5: NaH / dimethylformamide / 2.5 h / 60 °C View Scheme

1: H2 / 5percent Pd/C / toluene / 1 h / 760 Torr / Ambient temperature 2: toluene / 3 h / Heating 3: 5percent Pd/C / toluene / 2 h / Heating View Scheme

in palladium; toluene

1: H2 / 5percent Pd/C / toluene / 1 h / 760 Torr / Ambient temperature 2: toluene / 3 h / Heating 3: 5percent Pd/C / toluene / 2 h / Heating 4: thionyl chloride / CHCl3 / 0.33 h / Heating View Scheme

hydrogen; palladium on activated charcoal in toluene P=760 Torr; 1 h; Ambient temperature;