pyridinium chlorochromate in dichloromethane 3.5 h; Ambient temperature;

1: 93.5 percent / LiAlH4 / diethyl ether / 2 h / 0 °C 2: 1.) n-BuLi / 1.) THF, -42 deg C, 2 h, 2.) 0.5 h 3: 0.4 M CrSO4 / H2O / 12 h / Ambient temperature 4: 90.6 percent / concd H2SO4 / 50 h / Ambient temperature 5: 93 percent / pyridinium chlorochromate / CH2Cl2 / 3.5 h / Ambient temperature View Scheme

1: 1.) n-BuLi / 1.) THF, -42 deg C, 2 h, 2.) 0.5 h 2: 0.4 M CrSO4 / H2O / 12 h / Ambient temperature 3: 90.6 percent / concd H2SO4 / 50 h / Ambient temperature 4: 93 percent / pyridinium chlorochromate / CH2Cl2 / 3.5 h / Ambient temperature View Scheme

1: 0.4 M CrSO4 / H2O / 12 h / Ambient temperature 2: 90.6 percent / concd H2SO4 / 50 h / Ambient temperature 3: 93 percent / pyridinium chlorochromate / CH2Cl2 / 3.5 h / Ambient temperature View Scheme

1: 90.6 percent / concd H2SO4 / 50 h / Ambient temperature 2: 93 percent / pyridinium chlorochromate / CH2Cl2 / 3.5 h / Ambient temperature View Scheme