1: 72 percent / phosphorus pentachloride / CHCl3 / 0.25 h / Heating 2: 30 percent / aluminum chloride; ferric chloride / 0.67 h / 25 - 225 °C / 3 - 5 Torr 3: 52 percent / chromium(VI) oxide / H2O; acetic acid / 2 h / 50 - 55 °C 4: 58 percent / NBS; AIBN; bromine / CCl4 / 90 h / Heating 5: acetic acid / 4 h / Heating 6: 0.260 g / water / CH2Cl2 7: ethanol / 2 h / 25 °C 8: aqueous hydrochloric acid / Heating View Scheme

1: 72 percent / phosphorus pentachloride / CHCl3 / 0.25 h / Heating 2: 30 percent / aluminum chloride; ferric chloride / 0.67 h / 25 - 225 °C / 3 - 5 Torr 3: 52 percent / chromium(VI) oxide / H2O; acetic acid / 2 h / 50 - 55 °C 4: 58 percent / NBS; AIBN; bromine / CCl4 / 90 h / Heating 5: acetic acid / 4 h / Heating 6: 0.260 g / water / CH2Cl2 View Scheme

P2O5 in toluene T=0 - 20°C; Decarboxylation; Friedel-Crafts acylation; oxidation; 18 h;

poly-4-vinylpyridine in N,N-dimethyl-formamide 0.0666667 h; microwave irradiation;