hydrogen; palladium on activated charcoal in ethanol P=2585.7 Torr; 3 h;

1: cation exchange resin (Amberlyst-15) / benzene / 1.5 h / Heating 2: 100 percent / H2 / 5percent Pd/C / ethanol / 3 h / 2585.7 Torr View Scheme

1: 72 percent / NaBH4 / ethanol / 2.5 h / Ambient temperature 2: cation exchange resin (Amberlyst-15) / benzene / 1.5 h / Heating 3: 100 percent / H2 / 5percent Pd/C / ethanol / 3 h / 2585.7 Torr View Scheme

1: 72 percent / SnCl4 / CH2Cl2 / 2 h / Heating 2: 72 percent / NaBH4 / ethanol / 2.5 h / Ambient temperature 3: cation exchange resin (Amberlyst-15) / benzene / 1.5 h / Heating 4: 100 percent / H2 / 5percent Pd/C / ethanol / 3 h / 2585.7 Torr View Scheme

tin(IV) chloride in dichloromethane 3 h; Heating;

1: 70 percent / SnCl4 / CH2Cl2 / 3 h / Heating 2: 66 percent / CH3COONH4 / 2.5 h / Heating View Scheme