hydrogen; palladium dihydroxide in ethanol T=60°C; P=760 Torr;

perchloric acid; hydrogen; palladium on activated charcoal in water; acetic acid T=60°C; 8 h;

hydrogen; palladium on activated charcoal in ethanol T=50°C; 19 h;

1: 2.) POCl3 / 1.) pyridine; 2.) -25 degC, 4 h 2: 32 percent / hydrogen / Pd-C / ethanol 3: 72 percent / NH3 / methanol / 5 h / 0 °C 4: 86 percent / 0.1 N HCl / H2O / 25 °C View Scheme

1: 100 percent / POCl3 / 1.5 h / Ambient temperature 2: 100 percent / NaBH4 / methanol / 0.5 h / Ambient temperature 3: 50 percent / H2 / 10percent Pd-C / ethanol / 19 h / 50 °C View Scheme

1: 83 percent / K2CO3 / dimethylformamide / 3.5 h / Ambient temperature 2: 100 percent / POCl3 / 1.5 h / Ambient temperature 3: 100 percent / NaBH4 / methanol / 0.5 h / Ambient temperature 4: 50 percent / H2 / 10percent Pd-C / ethanol / 19 h / 50 °C View Scheme

1: 87 percent / NaH / dimethylformamide / 6 h / Ambient temperature 2: 83 percent / K2CO3 / dimethylformamide / 3.5 h / Ambient temperature 3: 100 percent / POCl3 / 1.5 h / Ambient temperature 4: 100 percent / NaBH4 / methanol / 0.5 h / Ambient temperature 5: 50 percent / H2 / 10percent Pd-C / ethanol / 19 h / 50 °C View Scheme

hydrogen; palladium on activated charcoal Multistep reaction;