toluene-4-sulfonic acid in acetone Ambient temperature;

argentic oxide in 1,4-dioxane T=25°C; 0.333333 h;

potassium hydroxide T=0°C; 2 h;

in acetic acid; toluene

argentic oxide; nitric acid in acetone 0.25 h; Ambient temperature;

boron tribromide in dichloromethane T=-70°C; 2 h;

aluminium trichloride in dichloromethane 1 h; Ambient temperature;

argentic oxide in 1,4-dioxane T=25°C; 0.333333 h;

1: 100 percent / H2 / 10percent Pd/C / ethyl acetate; ethanol / 8 h / Ambient temperature 2: 83 percent / 1.) TMSCl, NaBr, 2.) DMSO / acetonitrile / 2 h / Ambient temperature 3: 88 percent / pyridine, DMAP / CH2Cl2 / 4 h / Ambient temperature 4: 1.) aq. Na2S2O4, 2.) pyridine, DMAP / 1.) ether, 2.) CH2Cl2. RT 5: 100 percent / CF3COOH / CH2Cl2 / 12 h / 0 °C 6: 69 percent / BH3 / tetrahydrofuran / 6 h / 0 °C 7: 64 percent / pyridinium chlorochromate, Celite / CH2Cl2 / 3 h / Ambient temperature 8: 46 percent / diethyl ether; tetrahydrofuran / 2 h / -78 °C 9: 85 percent / pyridinium chlorochromate, Celite / CH2Cl2 / 3 h / Ambient temperature 10: 34 percent / ethanol; tetrahydrofuran / 2 h / -78 °C 11: 78 percent / Br2, azobisisobutylonitrile / CCl4 / 2 h / 70 °C 12: 57 percent / 1 N aq. KOH / 2 h / 0 °C View Scheme

boron trifluoride diethyl etherate in acetic acid 18 h; Ambient temperature;