1: 99 percent / conc. H2SO4 / dimethylsulfoxide / 1 h / Ambient temperature 2: 99 percent / p-dimethylaminopyridine, pyridine / 1 h / Ambient temperature 4: 96 percent / H2 / 20percent Pd(OH)2-C / methanol / Ambient temperature 5: 98 percent / conc. H2SO4 / dimethylsulfoxide / 0.5 h / Ambient temperature 6: 93 percent / LiAlH4, AlCl3 / diethyl ether / 0.5 h / -20 °C 7: 98 percent / CBr4, Ph3P / tetrahydrofuran / 0.25 h / Ambient temperature 8: 99 percent / H2 / 20percent Pd(OH)2-C / ethyl acetate / Ambient temperature 9: 97 percent / dimethylsulfoxide / 12 h / 40 °C 10: 96 percent / CrO3, H2SO4 / acetone / 0 °C 11: 89 percent / 6 M aq. NaOH / methanol / 1 h / Heating 12: tetrahydrofuran; diethyl ether / 1.) -70 deg C, 1 h, 2.) 0 deg C, 30 min 13: p-TsOH*H2O / toluene / 0.5 h / Heating 14: 76 percent / LiAlH4 / diethyl ether / 0.5 h / Ambient temperature 15: 45 percent / p-TsOH*H2O / nitromethane / 0.08 h / 40 °C View Scheme