sodium acetate in ethanol 2 h; Reflux;

1: AcONa / methanol / 1.5 h / Heating 2: 99 percent / H2 / 20percent palladium hydroxide / ethanol / 2280 Torr View Scheme

1: AcONa / methanol / 1.5 h / Heating 2: 99 percent / H2 / 20percent palladium hydroxide / ethanol / 2280 Torr 3: 41 percent / TiCl4 / CH2Cl2 / 1.5 h / Ambient temperature View Scheme

1: AcONa / methanol / 1.5 h / Heating 2: 99 percent / H2 / 20percent palladium hydroxide / ethanol / 2280 Torr 3: 41 percent / TiCl4 / CH2Cl2 / 1.5 h / Ambient temperature 4: 76 percent / BBr3 / CH2Cl2 / 1.) -78 deg C, 15 min, 2.) from -78 deg C to RT, 2.5 h View Scheme

boron tribromide in dichloromethane T=-78 - 20°C;