pyridine in dichloromethane T=40°C; 2 h; Yield given;

1: 1) Magnesium / 1) Ether, 20 deg C, 2 h, 2) boiling, 2 h. 2: 82 percent / SF4 / 10 h / 45 - 50 °C 3: 81 percent / Chromic anhydride, sulfuric acid / acetic acid; acetic anhydride / 1 h / 40 °C 4: Thionyl chloride, pyridine / 10 h / Heating 5: Pyridine / CH2Cl2 / 2 h / 40 °C View Scheme

1: 1) Magnesium / 1) Ether, 20 deg C, 2 h, 2) boiling, 2 h. 2: 82 percent / SF4 / 10 h / 45 - 50 °C 3: 81 percent / Chromic anhydride, sulfuric acid / acetic acid; acetic anhydride / 1 h / 40 °C 4: Thionyl chloride, pyridine / 10 h / Heating 5: Pyridine / CH2Cl2 / 2 h / 40 °C View Scheme

1: 82 percent / SF4 / 10 h / 45 - 50 °C 2: 81 percent / Chromic anhydride, sulfuric acid / acetic acid; acetic anhydride / 1 h / 40 °C 3: Thionyl chloride, pyridine / 10 h / Heating 4: Pyridine / CH2Cl2 / 2 h / 40 °C View Scheme

1: 81 percent / Chromic anhydride, sulfuric acid / acetic acid; acetic anhydride / 1 h / 40 °C 2: Thionyl chloride, pyridine / 10 h / Heating 3: Pyridine / CH2Cl2 / 2 h / 40 °C View Scheme

1: Thionyl chloride, pyridine / 10 h / Heating 2: Pyridine / CH2Cl2 / 2 h / 40 °C View Scheme