hydrogen; palladium on activated charcoal in methanol

1: 0.91 g / t-butyl hypochlorite / benzene 2: 30 percent / silver tetrafluoroborate / benzene / 20 °C 3: 92 percent / hydrogen gas / Pd-C (10 percent) / methanol View Scheme

1: 30 percent / silver tetrafluoroborate / benzene / 20 °C 2: 92 percent / hydrogen gas / Pd-C (10 percent) / methanol View Scheme

1: 53 percent / CH2Cl2; triethylamine / 20 °C 2: 0.91 g / t-butyl hypochlorite / benzene 3: 30 percent / silver tetrafluoroborate / benzene / 20 °C 4: 92 percent / hydrogen gas / Pd-C (10 percent) / methanol View Scheme

1: 79 percent / thionyl chloride / benzene / 0.5 h / Heating 2: 53 percent / CH2Cl2; triethylamine / 20 °C 3: 0.91 g / t-butyl hypochlorite / benzene 4: 30 percent / silver tetrafluoroborate / benzene / 20 °C 5: 92 percent / hydrogen gas / Pd-C (10 percent) / methanol View Scheme

palladium diacetate; triethylammonium formate; triphenylphosphine in ethanol; water 0.166667 h; Heating; Yield given;