in acetonitrile 4 h; Heating;

1: 36.5 percent / N-bromosuccinimide, benzoylperoxide / CCl4 / 70 °C 2: 43.3 percent / dimethylsulfoxide / 1.) 50 deg C, 30 min, 2.) r.t., overnight View Scheme

1: 92 percent / LiAlH4 / diethyl ether / 1.) r.t., overnight, 2.) reflux, 2 h 2: 40 percent / PBr3 / diethyl ether / 4 h / -10 °C 3: 43.3 percent / dimethylsulfoxide / 1.) 50 deg C, 30 min, 2.) r.t., overnight View Scheme

1: 40 percent / PBr3 / diethyl ether / 4 h / -10 °C 2: 43.3 percent / dimethylsulfoxide / 1.) 50 deg C, 30 min, 2.) r.t., overnight View Scheme

in dimethyl sulfoxide 1.) 50 deg C, 30 min, 2.) r.t., overnight;