acetic anhydride; toluene-4-sulfonic acid in toluene 0.583333 h; Heating;

1: pyridine / CH2Cl2 / 2 h / Ambient temperature 2: N-bromosuccinimide, benzoyl peroxide / CCl4 / 1 h / Heating 3: DBU / benzene / 2 h / Ambient temperature 4: 84 percent / tetrahydrofuran / 2 h / 0 °C 5: 88 percent / NaIO4, H2O / methanol / Ambient temperature 6: 23 percent / 1 h / Heating View Scheme

1: SOCl2 / benzene / 24 h / 50 °C 2: pyridine / CH2Cl2 / 2 h / Ambient temperature 3: N-bromosuccinimide, benzoyl peroxide / CCl4 / 1 h / Heating 4: DBU / benzene / 2 h / Ambient temperature 5: 84 percent / tetrahydrofuran / 2 h / 0 °C 6: 88 percent / NaIO4, H2O / methanol / Ambient temperature 7: 23 percent / 1 h / Heating View Scheme

1: N-bromosuccinimide, benzoyl peroxide / CCl4 / 1 h / Heating 2: DBU / benzene / 2 h / Ambient temperature 3: 84 percent / tetrahydrofuran / 2 h / 0 °C 4: 88 percent / NaIO4, H2O / methanol / Ambient temperature 5: 23 percent / 1 h / Heating View Scheme

1: DBU / benzene / 2 h / Ambient temperature 2: 84 percent / tetrahydrofuran / 2 h / 0 °C 3: 88 percent / NaIO4, H2O / methanol / Ambient temperature 4: 23 percent / 1 h / Heating View Scheme

1: 84 percent / tetrahydrofuran / 2 h / 0 °C 2: 88 percent / NaIO4, H2O / methanol / Ambient temperature 3: 23 percent / 1 h / Heating View Scheme

1: 88 percent / NaIO4, H2O / methanol / Ambient temperature 2: 23 percent / 1 h / Heating View Scheme

1 h; Heating; Yield given;