1: 63 percent / 1.) 2.5percent KOH, 2.) 18-crown-6 / 1.) dioxane, room temperature, 14 h, 2.) DMF-H2O, room temperature, 6 h 2: 75 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / Ambient temperature 3: 59 percent / NaBH3CN / methanol / 1.) 0 deg C, 1 h, 2.) room temperature, 16 h 4: 1.) H2, HCl, 2.) CF3COOH / 1.) Pd-C / 1.) EtOH-H2O, 14 h, 2.) room temperature, 1 h View Scheme