1: 60 percent / stannic chloride / CH2Cl2 / 1.) 0 deg C, 4 h, 2.) room temperature, 2 d 2: 100 percent / sodium borohydride / methanol; benzene / 2 h / Ambient temperature 3: 100 percent / thionyl chloride, pyridine / benzene / 1.) room temperature, 2 h, 2.) reflux, 1 h 4: 40 percent / 700 °C / 0.01 Torr 5: 98 percent / stannic chloride / CH2Cl2 / 1.) 0 deg C, 5 h, 2.) room temperature, 8 h 6: 96 percent / lithium aluminium hydride / diethyl ether / 20 h / Ambient temperature 7: 93 percent / thionyl chloride, pyridine / 1.) room temperature, 21 h, 2.) reflux, 1 h 8: 57 percent / 650 °C / 0.01 Torr 9: 7 percent / lithium, ethylamine, n-propylamine / 10 h / Ambient temperature View Scheme