T=145 - 150°C;

formaldehyd; ethanol

AgNO2 in acetonitrile 3 h; Title compound not separated from byproducts;

AgNO2 Ambient temperature;

sodium carbonate

benzene Behandeln des Reaktionsprodukts mit methanol. KOH;

1: 53 percent / 750 °C / 0 Torr 2: 63 percent / 400 °C / 760 Torr 3: 60 percent / stannic chloride / CH2Cl2 / 1.) 0 deg C, 4 h, 2.) room temperature, 2 d 4: 100 percent / sodium borohydride / methanol; benzene / 2 h / Ambient temperature 5: 100 percent / thionyl chloride, pyridine / benzene / 1.) room temperature, 2 h, 2.) reflux, 1 h 6: 40 percent / 700 °C / 0.01 Torr 7: 98 percent / stannic chloride / CH2Cl2 / 1.) 0 deg C, 5 h, 2.) room temperature, 8 h 8: 96 percent / lithium aluminium hydride / diethyl ether / 20 h / Ambient temperature 9: 93 percent / thionyl chloride, pyridine / 1.) room temperature, 21 h, 2.) reflux, 1 h 10: 57 percent / 650 °C / 0.01 Torr 11: 7 percent / lithium, ethylamine, n-propylamine / 10 h / Ambient temperature View Scheme