ammonium formate; palladium on activated charcoal in methanol 5 h; Heating;

1: 81 percent / HBr; Br2 / acetic acid / 3 h / 70 °C 2: 88 percent / K2CO3 / dimethylformamide 3: 85 percent / NaBH4 / methanol 4: 87 percent / aq. sulfuric acid / 24 h / 100 °C 5: 15 g / ammonium formate / Pd/C / methanol / 5 h / Heating View Scheme

1: 85 percent / NaBH4 / methanol 2: 87 percent / aq. sulfuric acid / 24 h / 100 °C 3: 15 g / ammonium formate / Pd/C / methanol / 5 h / Heating View Scheme

1: 87 percent / aq. sulfuric acid / 24 h / 100 °C 2: 15 g / ammonium formate / Pd/C / methanol / 5 h / Heating View Scheme

1: 88 percent / K2CO3 / dimethylformamide 2: 85 percent / NaBH4 / methanol 3: 87 percent / aq. sulfuric acid / 24 h / 100 °C 4: 15 g / ammonium formate / Pd/C / methanol / 5 h / Heating View Scheme

sulfuric acid; sulfur trioxide T=170°C;