hydrogen; palladium on activated charcoal in methanol T=25°C; P=800 - 900 Torr;

palladium 10 on activated carbon; hydrogen T=20°C;

1: 84 percent / 336 h / 200 - 210 °C 2: 100 percent / LiAlH4 / diethyl ether / 4 h / Heating 3: 93 percent / PBr3 / diethyl ether / 3 h / Heating 4: 91 percent / LiAlH4 / diethyl ether / 18 h / Heating 5: 46 percent / HNO3 / CH2Cl2 / 1 h / 25 °C 6: 79 percent / H2 / 10 percent Pd/C / methanol / 25 °C / 800 - 900 Torr View Scheme

1: 46 percent / HNO3 / CH2Cl2 / 1 h / 25 °C 2: 79 percent / H2 / 10 percent Pd/C / methanol / 25 °C / 800 - 900 Torr View Scheme

1: 91 percent / LiAlH4 / diethyl ether / 18 h / Heating 2: 46 percent / HNO3 / CH2Cl2 / 1 h / 25 °C 3: 79 percent / H2 / 10 percent Pd/C / methanol / 25 °C / 800 - 900 Torr View Scheme

1: 93 percent / PBr3 / diethyl ether / 3 h / Heating 2: 91 percent / LiAlH4 / diethyl ether / 18 h / Heating 3: 46 percent / HNO3 / CH2Cl2 / 1 h / 25 °C 4: 79 percent / H2 / 10 percent Pd/C / methanol / 25 °C / 800 - 900 Torr View Scheme

1: 100 percent / LiAlH4 / diethyl ether / 4 h / Heating 2: 93 percent / PBr3 / diethyl ether / 3 h / Heating 3: 91 percent / LiAlH4 / diethyl ether / 18 h / Heating 4: 46 percent / HNO3 / CH2Cl2 / 1 h / 25 °C 5: 79 percent / H2 / 10 percent Pd/C / methanol / 25 °C / 800 - 900 Torr View Scheme

1: in acetonitrile T=82°C; 2: With Fe(η5-C5H5)2(PF6); sodium carbonate in dichloromethane T=20°C;