1: 94 percent / LAH / diethyl ether / 5 h / Heating 2: 241 mg / pyridine / 5 h / Ambient temperature 3: 86 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / Ambient temperature 4: 20 percent / HCl / benzene / 4 h / 50 °C View Scheme

1: 94 percent / LAH / diethyl ether / 5 h / Heating 2: 241 mg / pyridine / 5 h / Ambient temperature 3: 86 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / Ambient temperature 4: 20 percent / HCl / benzene / 4 h / 50 °C 5: 82 percent / H2 / Adams' catalyst / pentane / 0.25 h / 0 °C View Scheme

1: 94 percent / LAH / diethyl ether / 5 h / Heating 2: 241 mg / pyridine / 5 h / Ambient temperature 3: 86 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / Ambient temperature 4: 20 percent / HCl / benzene / 4 h / 50 °C 5: 12 percent / H2 / Adams' catalyst / pentane / 0.25 h / 0 °C View Scheme

Multi-step reaction with 2 steps 1: 82 percent / iodine, iodosylbenzene / cyclohexane / 1.5 h / 40 - 45 °C2: 259 mg / chromyl acetate / acetic anhydride / a) 10 deg C, 10 h, b) RT, overnight  

Multi-step reaction with 3 steps 1: 94 percent / LAH / diethyl ether / 5 h / Heating2: 241 mg / pyridine / 5 h / Ambient temperature3: 86 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / Ambient temperature