in dimethyl sulfoxide

in dimethyl sulfoxide

1: 1) sodium / 1) benzene, DMF, 2) benzene, reflux, 12 h 2: 58 percent / NaCl / H2O; dimethylsulfoxide / 8 h / 180 °C View Scheme

1: 1) sodium / 1) benzene, DMF, 2) benzene, reflux, 12 h 2: 58 percent / NaCl / H2O; dimethylsulfoxide / 8 h / 180 °C 3: 54 percent / lithium aluminium monoethoxy hydride / diethyl ether 4: 60 percent / pyridine / 48 h View Scheme

1: 1) sodium / 1) benzene, DMF, 2) benzene, reflux, 12 h 2: 58 percent / NaCl / H2O; dimethylsulfoxide / 8 h / 180 °C 3: 54 percent / lithium aluminium monoethoxy hydride / diethyl ether View Scheme