1: 25 percent / NaOAc / acetic acid / 0.25 h / Ambient temperature 2: 65 percent / trifluoroacetic acid / CH2Cl2 / 0.25 h / 0 °C 3: 46.2 percent / 30percent H2O2 / methanol / 0.17 h / 0 °C 4: 93 percent / CCl4 / 16 h / Heating 5: 88.5 percent / thionyl chloride, pyridine / CH2Cl2 / 0.08 h / 0 °C 6: 90.6 percent / 1N KOH / methanol / 4 h / Ambient temperature 7: 12.1 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / Ambient temperature View Scheme

1: 19.3 percent / HCO2H / CH2Cl2 / 2.5 h / 0 °C / various acid catalysts 2: 46.2 percent / 30percent H2O2 / methanol / 0.17 h / 0 °C 3: 93 percent / CCl4 / 16 h / Heating 4: 88.5 percent / thionyl chloride, pyridine / CH2Cl2 / 0.08 h / 0 °C 5: 90.6 percent / 1N KOH / methanol / 4 h / Ambient temperature 6: 12.1 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / Ambient temperature View Scheme

1: 1.) NaBH4 / 1.) ethanol, r.t., 15 min; 2.) ethanol, r.t., 1.5 h 2: 65 percent / trifluoroacetic acid / CH2Cl2 / 0.25 h / 0 °C 3: 46.2 percent / 30percent H2O2 / methanol / 0.17 h / 0 °C 4: 93 percent / CCl4 / 16 h / Heating 5: 88.5 percent / thionyl chloride, pyridine / CH2Cl2 / 0.08 h / 0 °C 6: 90.6 percent / 1N KOH / methanol / 4 h / Ambient temperature 7: 12.1 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / Ambient temperature View Scheme

pyridinium chlorochromate in dichloromethane 2 h; Ambient temperature;

1: 46.2 percent / 30percent H2O2 / methanol / 0.17 h / 0 °C 2: 93 percent / CCl4 / 16 h / Heating 3: 88.5 percent / thionyl chloride, pyridine / CH2Cl2 / 0.08 h / 0 °C 4: 90.6 percent / 1N KOH / methanol / 4 h / Ambient temperature 5: 12.1 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / Ambient temperature View Scheme

1: 93 percent / CCl4 / 16 h / Heating 2: 88.5 percent / thionyl chloride, pyridine / CH2Cl2 / 0.08 h / 0 °C 3: 90.6 percent / 1N KOH / methanol / 4 h / Ambient temperature 4: 12.1 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / Ambient temperature View Scheme

1: 90.6 percent / 1N KOH / methanol / 4 h / Ambient temperature 2: 12.1 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / Ambient temperature View Scheme

1: 88.5 percent / thionyl chloride, pyridine / CH2Cl2 / 0.08 h / 0 °C 2: 90.6 percent / 1N KOH / methanol / 4 h / Ambient temperature 3: 12.1 percent / pyridinium chlorochromate / CH2Cl2 / 2 h / Ambient temperature View Scheme