1: 89 percent / conc. H2SO4 / 7 h / Heating 2: 83 percent / hydrogen / 10percent Pd-C / acetic acid / Ambient temperature 3: 1.) 6 N HCl, NaNO2; 2.) NaN3 / 1.) -5 deg C, 1 h; 2.) H2O, r.t. 4: 70 percent / o-dichlorobenzene / 1 h / 160 - 170 °C 5: 1.) NaH / 1.) dimethylformamide, 1 h, r.t.; 2.) dimethylformamide, 2 h, r.t. 6: 88 percent / 10percent aq. NaOH / ethanol / 1 h / Heating 7: 71 percent / SOCl2 / benzene / 0.5 h / Heating 8: 89 percent / benzene / 1 h / Ambient temperature View Scheme

1: 89 percent / conc. H2SO4 / 7 h / Heating 2: 83 percent / hydrogen / 10percent Pd-C / acetic acid / Ambient temperature 3: 1.) 6 N HCl, NaNO2; 2.) NaN3 / 1.) -5 deg C, 1 h; 2.) H2O, r.t. 4: 70 percent / o-dichlorobenzene / 1 h / 160 - 170 °C 5: 90 percent / 10percent aq. NaOH / ethanol / 1 h / Heating View Scheme

1: 98 percent / H2, 1.5percent aq. NaOH / 10percent Pd/C / 40 °C / 760 Torr 2: 1.) NaNO2, 1.5percent aq. NaOH, conc. HCl, 2.) NaN3 / 1.) -10 deg C, 30 min, 2.) water, from -10 deg C to RT 3: 98 percent / SOCl2, pyridine / CHCl3 / 1.5 h / Heating 4: 98 percent / CH2Cl2 / 0.5 h / Ambient temperature 5: 81 percent / o-dichlorobenzene / 0.5 h / 170 °C View Scheme

1: 89 percent / conc. H2SO4 / 7 h / Heating 2: 83 percent / hydrogen / 10percent Pd-C / acetic acid / Ambient temperature 3: 1.) 6 N HCl, NaNO2; 2.) NaN3 / 1.) -5 deg C, 1 h; 2.) H2O, r.t. 4: 70 percent / o-dichlorobenzene / 1 h / 160 - 170 °C 5: 90 percent / 10percent aq. NaOH / ethanol / 1 h / Heating 6: 87 percent / SOCl2 / benzene / 0.5 h / Heating View Scheme