sulfuric acid T=50 - 55°C; 1 h;

1: 75 percent / NaHCO3 / dimethylformamide / 8 h / 110 - 120 °C 2: 91 percent / NaH, ethanol / toluene / 2 h / Ambient temperature 3: 90 percent / conc. HCl / ethanol / 1 h / 80 °C 4: 94 percent / chloranil / toluene / 1.5 h / Heating 5: 89 percent / 1N-NaOH / dioxane / 1 h / Heating 6: 92 percent / m-chloroperoxybenzoic acid / CHCl3 / 1 h / Ambient temperature; excess of reagent 7: 68 percent / triethylamine / acetonitrile / 0.5 h / Heating View Scheme

potassium fluoride in dimethyl sulfoxide T=130 - 135°C; 1 h;

1: 90 percent / KOH / ethanol / 2 h / Ambient temperature 2: 89 percent / KF / dimethylsulfoxide / 1 h / 130 - 135 °C View Scheme

1: 90 percent / KOH / ethanol / 2 h / Ambient temperature 2: 89 percent / KF / dimethylsulfoxide / 1 h / 130 - 135 °C View Scheme