sodium dichromate; sulfuric acid; water in diethyl ether 0.5 h; Ambient temperature;

T=160°C; P=0.5 Torr;

1: 85 percent / LiAlH4 / tetrahydrofuran / 20 h / 160 - 165 °C 2: 83 percent / Na2Cr2O7, H2SO4, H2O / diethyl ether / 0.5 h / Ambient temperature View Scheme

1: 78 percent / m-chloroperbenzoic acid / benzene / 0.5 h / Ambient temperature 2: 85 percent / LiAlH4 / tetrahydrofuran / 20 h / 160 - 165 °C 3: 83 percent / Na2Cr2O7, H2SO4, H2O / diethyl ether / 0.5 h / Ambient temperature View Scheme

1: 1.) diborane, 2.) 30percent H2O2, 6M NaOH / 1.) THF, room temperature, 8 h, 2,) reflux, 1 h 2: 30percent H2O2 / methanol / 40 h / Ambient temperature 3: 72 percent / 160 °C / 0.5 Torr View Scheme