1: 67 percent / LiAlH4 / diethyl ether / 1 h / Ambient temperature 2: 53 percent / VO(acac)2, tert-butylhydroperoxide / benzene / 48 h / 40 °C 3: 92 percent / CrO3, pyridine / CH2Cl2 / 0.25 h / Ambient temperature 4: 60 percent / hydrazine hydrate, glacial acetic acid / ethanol / 1.5 h / Ambient temperature 5: 85 percent / Hg(II)-acetate / 1) 75 deg , 2 h; 2) 1 h, reflux 6: 58 percent / 1 h / 200 °C 7: 94 percent / H2 / Pt-oxide / acetic acid / 1 h 8: 62 percent / K2CO3 / 16 h / Ambient temperature 9: 6 h / 60 °C 10: 15 percent HCl / 1) 16 h, r.t.; 2) 30 min, 60 deg C 11: 98 percent / H2 / Pd/C / acetic acid / 1 h / Ambient temperature View Scheme

hydrogen; palladium on activated charcoal in diethyl ether