1: 95 percent / LiAlH4 / diethyl ether / 0.33 h / Ambient temperature 2: 65 percent / PBr3 / pyridine; diethyl ether / 1.) -30 deg C, 3h, 2.) 12h, 25 deg C View Scheme

lithium aluminium tetrahydride in diethyl ether 0.333333 h; Ambient temperature;

1: 95 percent / LiAlH4 / diethyl ether / 0.33 h / Ambient temperature 2: 65 percent / PBr3 / pyridine; diethyl ether / 1.) -30 deg C, 3h, 2.) 12h, 25 deg C 3: 56 percent / sodium azide / 2-ethoxy-ethanol; H2O / 24 h / 90 °C 4: 95 percent / lithium tetrahydroaluminate / diethyl ether / 0.33 h / Ambient temperature View Scheme

1: 95 percent / LiAlH4 / diethyl ether / 0.33 h / Ambient temperature 2: 65 percent / PBr3 / pyridine; diethyl ether / 1.) -30 deg C, 3h, 2.) 12h, 25 deg C 3: 56 percent / sodium azide / 2-ethoxy-ethanol; H2O / 24 h / 90 °C 4: 95 percent / lithium tetrahydroaluminate / diethyl ether / 0.33 h / Ambient temperature 5: 90 percent / benzene / 0.17 h / 25 °C View Scheme