1: 90 percent / pyridine / 1 h / Ambient temperature 2: PCl5 / CH2Cl2 / 0.5 h / 0 °C 3: SnCl4 / CH2Cl2 / 16 h / Ambient temperature 4: 89 percent / lithium iodide, 85percent H3PO4 / dimethylformamide / 8 h / 160 °C 5: 1.) lithium bis(trimethylsilyl)amide / 1.) THF, -78 deg C, 2.) RT 6: 68 percent / lithium aluminium hydride / tetrahydrofuran / 2 h / Heating 7: 79 percent / BF3*Et2O / tetrahydrofuran; CH2Cl2 / 6 h / Ambient temperature 8: 96 percent / potassium carbonate / H2O; methanol / 8 h / 50 °C View Scheme

potassium carbonate

Multi-step reaction with 7 steps 1: 90 percent / pyridine / 1 h / Ambient temperature2: PCl5 / CH2Cl2 / 0.5 h / 0 °C3: SnCl4 / CH2Cl2 / 16 h / Ambient temperature4: 89 percent / lithium iodide, 85percent H3PO4 / dimethylformamide / 8 h / 160 °C5: 1.) lithium bis(trimethylsilyl)amide / 1.) THF, -78 deg C, 2.) RT6: 68 percent / lithium aluminium hydride / tetrahydrofuran / 2 h / Heating7: 79 percent / BF3*Et2O / tetrahydrofuran; CH2Cl2 / 6 h / Ambient temperature