1: 64 percent / potassium nitrate; concd. sulfuric acid / 1 h / 20 °C 2: 98 percent / hydrogen; ammonium hydroxide / palladium on carbon / methanol / 18 h / 50 °C / 2585.74 Torr 3: 49 percent / potassium carbonate / acetone / 18 h / 20 °C 4: lithium aluminum hydride / tetrahydrofuran / 1 h / Heating 5: 75 mg / methanol / 6 h / 120 °C View Scheme

1: 98 percent / hydrogen; ammonium hydroxide / palladium on carbon / methanol / 18 h / 50 °C / 2585.74 Torr 2: 49 percent / potassium carbonate / acetone / 18 h / 20 °C 3: lithium aluminum hydride / tetrahydrofuran / 1 h / Heating 4: 75 mg / methanol / 6 h / 120 °C View Scheme

1: 59 percent / bromine; glacial acetic acid / 1.33 h / 20 °C 2: 64 percent / potassium nitrate; concd. sulfuric acid / 1 h / 20 °C 3: 98 percent / hydrogen; ammonium hydroxide / palladium on carbon / methanol / 18 h / 50 °C / 2585.74 Torr 4: 49 percent / potassium carbonate / acetone / 18 h / 20 °C 5: lithium aluminum hydride / tetrahydrofuran / 1 h / Heating 6: 75 mg / methanol / 6 h / 120 °C View Scheme

hydrogen fluoride T=100°C; 1 h;

1: 49 percent / potassium carbonate / acetone / 18 h / 20 °C 2: lithium aluminum hydride / tetrahydrofuran / 1 h / Heating 3: 75 mg / methanol / 6 h / 120 °C View Scheme

1: lithium aluminum hydride / tetrahydrofuran / 1 h / Heating 2: 75 mg / methanol / 6 h / 120 °C View Scheme

1: 477 mg / CH2Cl2 / 1 h / 40 °C 2: 40 percent / hydrofluoric acid / 1 h / 100 °C View Scheme

in methanol T=120°C; 6 h;