1: 30 percent / AgNO3 / acetone; H2O / 6 h / 22 °C 2: 84 percent / p-toluenesulfonic acid / diethyl ether / 1.5 h / Ambient temperature 3: 93 percent / LiAlH4 / diethyl ether / 1 h / -40 °C 4: MnO2 / petroleum ether; diethyl ether / 168 h / Ambient temperature 5: pyridinium p-toluenesulfonate / ethanol / 12 h / 55 °C View Scheme

in benzene T=70°C; 3 h;

silver nitrate in water; acetone T=22°C; 6 h;