1: 1) H2 2) 40percent NaOH / 1) 10percent Pd-C / 1) benzene, MeOH, 1 atm 2a) dioxane, 20 deg C, 5 min 2b) 40-50 deg C, 5 min 2: 81 percent / <Bu4N>HSO4, 80percent KOH / benzene / 2 h / 70 °C 3: 90 percent / 20percent HCl / CHCl3 / 0.25 h 4: 1) K3<Fe(CN)6>, 2N NaOH 2) 20percent aq.ammonium-cer(IV)-nitrate / 1) dioxane, water 2) acetonitrile View Scheme

1: 1) H2 2) 40percent NaOH / 1) 10percent Pd-C / 1) benzene, MeOH, 1 atm 2a) dioxane, 20 deg C, 5 min 2b) 40-50 deg C, 5 min 2: 81 percent / <Bu4N>HSO4, 80percent KOH / benzene / 2 h / 70 °C 3: 90 percent / 20percent HCl / CHCl3 / 0.25 h 4: 1) K3<Fe(CN)6>, 2N NaOH 2) 20percent aq.ammonium-cer(IV)-nitrate / 1) dioxane, water 2) acetonitrile View Scheme