1: 92 percent / diphenylphosphinoethane-nickel(II) chloride / diethyl ether / 15 h / Heating 2: 82 percent / bromine / CCl4 / 2 h / 0 - 5 °C 3: 81 percent / aq. 2 N K2CO3 / tetrakis(triphenylphosphane)palladium(0) / toluene; butan-1-ol / 48 h / Heating 4: 1.) pyrophoric lithium powder, 2.) cadmium chloride / 1.) 1,2-dimethoxyethane, 60-70 deg C, 5 h, 2.) room temperature, 1 h View Scheme

1: 82 percent / bromine / CCl4 / 2 h / 0 - 5 °C 2: 81 percent / aq. 2 N K2CO3 / tetrakis(triphenylphosphane)palladium(0) / toluene; butan-1-ol / 48 h / Heating 3: 1.) pyrophoric lithium powder, 2.) cadmium chloride / 1.) 1,2-dimethoxyethane, 60-70 deg C, 5 h, 2.) room temperature, 1 h View Scheme

1: 81 percent / aq. 2 N K2CO3 / tetrakis(triphenylphosphane)palladium(0) / toluene; butan-1-ol / 48 h / Heating 2: 1.) pyrophoric lithium powder, 2.) cadmium chloride / 1.) 1,2-dimethoxyethane, 60-70 deg C, 5 h, 2.) room temperature, 1 h View Scheme

1: 92 percent / diphenylphosphinoethane-nickel(II) chloride / diethyl ether / 15 h / Heating 2: 82 percent / bromine / CCl4 / 2 h / 0 - 5 °C 3: 81 percent / aq. 2 N K2CO3 / tetrakis(triphenylphosphane)palladium(0) / toluene; butan-1-ol / 48 h / Heating 4: 1.) pyrophoric lithium powder, 2.) cadmium chloride / 1.) 1,2-dimethoxyethane, 60-70 deg C, 5 h, 2.) room temperature, 1 h View Scheme

lithium; cadmium (II) chloride 1.) 1,2-dimethoxyethane, 60-70 deg C, 5 h, 2.) room temperature, 1 h; Yield given. Multistep reaction;