1: bromine, triphenyl phosphite / benzene / 1 h / Ambient temperature 2: sodium borohydride, tri-n-butyltin chloride / ethanol / 1.) room temp., 30 min, 2.) reflux, 45 min 3: KOH / ethanol / 1 h / Heating 4: 84 percent / HF (g) View Scheme

1: bromine, triphenyl phosphite / benzene / 1 h / Ambient temperature 2: sodium borohydride, tri-n-butyltin chloride / ethanol / 1.) room temp., 30 min, 2.) reflux, 45 min 3: KOH / ethanol / 1 h / Heating View Scheme

1: bromine, triphenyl phosphite / benzene / 1 h / Ambient temperature 2: sodium borohydride, tri-n-butyltin chloride / ethanol / 1.) room temp., 30 min, 2.) reflux, 45 min 3: KOH / ethanol / 1 h / Heating 4: 84 percent / HF (g) 5: 96 percent / sodium borohydride / ethanol / 1.83 h / 55 - 60 °C 6: 93 percent / glacial acetic acid, conc. HCl / 0.25 h 7: 60 percent / 10percent palladium on charcoal / 300 - 305 °C View Scheme

1: bromine, triphenyl phosphite / benzene / 1 h / Ambient temperature 2: sodium borohydride, tri-n-butyltin chloride / ethanol / 1.) room temp., 30 min, 2.) reflux, 45 min 3: KOH / ethanol / 1 h / Heating 4: 84 percent / HF (g) 5: 96 percent / sodium borohydride / ethanol / 1.83 h / 55 - 60 °C View Scheme

1: bromine, triphenyl phosphite / benzene / 1 h / Ambient temperature 2: sodium borohydride, tri-n-butyltin chloride / ethanol / 1.) room temp., 30 min, 2.) reflux, 45 min 3: KOH / ethanol / 1 h / Heating 4: 84 percent / HF (g) 5: 96 percent / sodium borohydride / ethanol / 1.83 h / 55 - 60 °C 6: 93 percent / glacial acetic acid, conc. HCl / 0.25 h View Scheme

1: bromine, triphenyl phosphite / benzene / 1 h / Ambient temperature 2: sodium borohydride, tri-n-butyltin chloride / ethanol / 1.) room temp., 30 min, 2.) reflux, 45 min View Scheme