1: 98 percent / toluene / 1 h / Heating 2: 71 percent / Zn, glacial AcOH / ethanol / 4 h / 60 °C 3: Et3N / tetrahydrofuran; toluene / 0.33 h / 0 °C 4: 1.) t-BuOK / 1.) THF, 0 deg C, 2.) THF, toluene, 0 deg C, 1 h 5: 14 percent / NaH / methanol / 14 h / Ambient temperature 6: 52 percent / aq. NaOH / methanol / 14 h / Ambient temperature View Scheme

1: Et3N / tetrahydrofuran; toluene / 0.33 h / 0 °C 2: 1.) t-BuOK / 1.) THF, 0 deg C, 2.) THF, toluene, 0 deg C, 1 h 3: 14 percent / NaH / methanol / 14 h / Ambient temperature 4: 52 percent / aq. NaOH / methanol / 14 h / Ambient temperature View Scheme

1: 14 percent / NaH / methanol / 14 h / Ambient temperature 2: 52 percent / aq. NaOH / methanol / 14 h / Ambient temperature View Scheme

1: 71 percent / Zn, glacial AcOH / ethanol / 4 h / 60 °C 2: Et3N / tetrahydrofuran; toluene / 0.33 h / 0 °C 3: 1.) t-BuOK / 1.) THF, 0 deg C, 2.) THF, toluene, 0 deg C, 1 h 4: 14 percent / NaH / methanol / 14 h / Ambient temperature 5: 52 percent / aq. NaOH / methanol / 14 h / Ambient temperature View Scheme

sulfuric acid T=20°C; 1.5 h;

trichlorophosphate T=110°C; 2 h;

1: phosphoryl chloride 2: 130 °C View Scheme