boron tribromide in dichloromethane 3 h; Ambient temperature;

methanol; potassium carbonate T=20°C; 0.5 h;

1: 35 percent / K2CO3 / 4 h / 270 °C / 52504.2 Torr 2: 68 percent / LiAlH4 / tetrahydrofuran / 3 h / 50 °C 3: 83 percent / MnO2 / tetrahydrofuran; CH2Cl2 / Ambient temperature 4: 95 percent / boron tribromide / CH2Cl2 / 3 h / Ambient temperature View Scheme

1: 68 percent / LiAlH4 / tetrahydrofuran / 3 h / 50 °C 2: 83 percent / MnO2 / tetrahydrofuran; CH2Cl2 / Ambient temperature 3: 95 percent / boron tribromide / CH2Cl2 / 3 h / Ambient temperature View Scheme

1: 83 percent / MnO2 / tetrahydrofuran; CH2Cl2 / Ambient temperature 2: 95 percent / boron tribromide / CH2Cl2 / 3 h / Ambient temperature View Scheme

1: pyridine / 16 h / 20 °C 2: hydrogenchloride; sodium nitrite / water; 1,4-dioxane / 3 h / 0 - 20 °C 3: potassium carbonate; methanol / 0.5 h / 20 °C View Scheme

1: hydrogenchloride; sodium nitrite / water; 1,4-dioxane / 3 h / 0 - 20 °C 2: potassium carbonate; methanol / 0.5 h / 20 °C View Scheme