hydrogen; palladium on activated charcoal in ethanol P=2327.2 Torr; 3 h;

ammonia; nickel T=120°C; P=514855 Torr; Hydrogenation;

1: 46 percent / 40percent benzyltrimethylammonium hydroxide in MeOH / dioxane / 0 - 20 °C 2: 91 percent / p-toluene sulfonic acid / benzene / 3 h / Heating 3: LiAlH4 / tetrahydrofuran / 3 h / Heating 4: 10percent aq. HCl / 1 h / Ambient temperature 5: 10percent aq. NaOH / 1 h / Ambient temperature; pH = 9 6: 94 percent / hydrogen / 5percent Pd/C / aq. ethanol / 3 h / 2327.2 Torr View Scheme

1: 10percent aq. HCl / 1 h / Ambient temperature 2: 10percent aq. NaOH / 1 h / Ambient temperature; pH = 9 3: 94 percent / hydrogen / 5percent Pd/C / aq. ethanol / 3 h / 2327.2 Torr View Scheme

1: LiAlH4 / tetrahydrofuran / 3 h / Heating 2: 10percent aq. HCl / 1 h / Ambient temperature 3: 10percent aq. NaOH / 1 h / Ambient temperature; pH = 9 4: 94 percent / hydrogen / 5percent Pd/C / aq. ethanol / 3 h / 2327.2 Torr View Scheme