boron tribromide in dichloromethane T=-65°C; 3 h;

potassium carbonate T=200°C; P=25857.4 Torr; 5 h;

1: zinc-powder; acetic acid 2: ethanolic NaOH View Scheme

sodium hydroxide

1: 90 percent / K2CO3 / 2.5 h / Ambient temperature 2: 1.) NaH / 1.) DMF, 2.) DMF, overnight 3: 50percent aq. NaOH / methanol / 0.08 h / Heating 4: 56 percent / POCl3 / 4 h / Heating View Scheme

1: 90 percent / K2CO3 / 2.5 h / Ambient temperature 2: 1.) NaH / 1.) DMF, 2.) DMF, overnight 3: 50percent aq. NaOH / methanol / 0.08 h / Heating 4: 56 percent / POCl3 / 4 h / Heating 5: 71 percent / m-chloroperbenzoic acid / ethanol; CHCl3 / 3 h / -40 - -30 °C View Scheme

thionyl chloride T=65°C;

potassium carbonate 2.5 h; Ambient temperature;