1: 93 percent / concd. H2SO4 / benzene / Heating 2: 1.) POCl3 / 1.) 45 min, 2.) 25 deg C, 17 h 3: 85 percent / toluene / 18 h / Heating 4: 98 percent / H2 / 5percent Pd/C / methanol / 2327.2 Torr 5: NaH / 1,2-dimethoxy-ethane / 0.5 h / Heating 6: 20percent aq. HCl / aq. ethanol / 18 h / Heating 7: p-toluenesulfonic acid / benzene / Heating View Scheme

1: 85 percent / toluene / 18 h / Heating 2: 98 percent / H2 / 5percent Pd/C / methanol / 2327.2 Torr 3: NaH / 1,2-dimethoxy-ethane / 0.5 h / Heating 4: 20percent aq. HCl / aq. ethanol / 18 h / Heating 5: p-toluenesulfonic acid / benzene / Heating View Scheme

1: 1.) POCl3 / 1.) 45 min, 2.) 25 deg C, 17 h 2: 85 percent / toluene / 18 h / Heating 3: 98 percent / H2 / 5percent Pd/C / methanol / 2327.2 Torr 4: NaH / 1,2-dimethoxy-ethane / 0.5 h / Heating 5: 20percent aq. HCl / aq. ethanol / 18 h / Heating 6: p-toluenesulfonic acid / benzene / Heating View Scheme

1: 98 percent / H2 / 5percent Pd/C / methanol / 2327.2 Torr 2: NaH / 1,2-dimethoxy-ethane / 0.5 h / Heating 3: 20percent aq. HCl / aq. ethanol / 18 h / Heating 4: p-toluenesulfonic acid / benzene / Heating View Scheme

1: 20percent aq. HCl / aq. ethanol / 18 h / Heating 2: p-toluenesulfonic acid / benzene / Heating View Scheme

1: NaH / 1,2-dimethoxy-ethane / 0.5 h / Heating 2: 20percent aq. HCl / aq. ethanol / 18 h / Heating 3: p-toluenesulfonic acid / benzene / Heating View Scheme

toluene-4-sulfonic acid in benzene Heating;

1.) 80 deg C, 3 h, 2.) 130 deg C, 30 min; Yield given;