hydrogenchloride in 1,4-dioxane T=100°C;

1: 66 percent / various solvent(s) / 3 h / 200 °C 2: 84 percent / CHCl3; pyridine / 25 °C 3: 100 percent / KIO4 / Osmium tetraoxide / ethyl acetate; H2O / 7.5 h 4: Jones reagent / acetone / 0.33 h 5: 99 percent / 1 N HCl / dioxane / 100 °C View Scheme

1: 100 percent / CH2Cl2; pyridine / 0.25 h 2: 64 percent / AlCl3 / 1 h / 150 °C 3: 81 percent / Potassium cabonate, sodium iodide / acetone / 24 h / Heating 4: 1.) 2N NaOH, 2.) 30percent H2O2 / 1.) reflux, 45 min, 2.) 0 deg C, 2 h 5: 91 percent / Potassium carbonate / acetone / Heating 6: 66 percent / various solvent(s) / 3 h / 200 °C 7: 84 percent / CHCl3; pyridine / 25 °C 8: 100 percent / KIO4 / Osmium tetraoxide / ethyl acetate; H2O / 7.5 h 9: Jones reagent / acetone / 0.33 h 10: 99 percent / 1 N HCl / dioxane / 100 °C View Scheme

1: 91 percent / Potassium carbonate / acetone / Heating 2: 66 percent / various solvent(s) / 3 h / 200 °C 3: 84 percent / CHCl3; pyridine / 25 °C 4: 100 percent / KIO4 / Osmium tetraoxide / ethyl acetate; H2O / 7.5 h 5: Jones reagent / acetone / 0.33 h 6: 99 percent / 1 N HCl / dioxane / 100 °C View Scheme

1: 64 percent / AlCl3 / 1 h / 150 °C 2: 81 percent / Potassium cabonate, sodium iodide / acetone / 24 h / Heating 3: 1.) 2N NaOH, 2.) 30percent H2O2 / 1.) reflux, 45 min, 2.) 0 deg C, 2 h 4: 91 percent / Potassium carbonate / acetone / Heating 5: 66 percent / various solvent(s) / 3 h / 200 °C 6: 84 percent / CHCl3; pyridine / 25 °C 7: 100 percent / KIO4 / Osmium tetraoxide / ethyl acetate; H2O / 7.5 h 8: Jones reagent / acetone / 0.33 h 9: 99 percent / 1 N HCl / dioxane / 100 °C View Scheme

1: 81 percent / Potassium cabonate, sodium iodide / acetone / 24 h / Heating 2: 1.) 2N NaOH, 2.) 30percent H2O2 / 1.) reflux, 45 min, 2.) 0 deg C, 2 h 3: 91 percent / Potassium carbonate / acetone / Heating 4: 66 percent / various solvent(s) / 3 h / 200 °C 5: 84 percent / CHCl3; pyridine / 25 °C 6: 100 percent / KIO4 / Osmium tetraoxide / ethyl acetate; H2O / 7.5 h 7: Jones reagent / acetone / 0.33 h 8: 99 percent / 1 N HCl / dioxane / 100 °C View Scheme

1: 84 percent / CHCl3; pyridine / 25 °C 2: 100 percent / KIO4 / Osmium tetraoxide / ethyl acetate; H2O / 7.5 h 3: Jones reagent / acetone / 0.33 h 4: 99 percent / 1 N HCl / dioxane / 100 °C View Scheme

1: 100 percent / KIO4 / Osmium tetraoxide / ethyl acetate; H2O / 7.5 h 2: Jones reagent / acetone / 0.33 h 3: 99 percent / 1 N HCl / dioxane / 100 °C View Scheme

1: 1.) 2N NaOH, 2.) 30percent H2O2 / 1.) reflux, 45 min, 2.) 0 deg C, 2 h 2: 91 percent / Potassium carbonate / acetone / Heating 3: 66 percent / various solvent(s) / 3 h / 200 °C 4: 84 percent / CHCl3; pyridine / 25 °C 5: 100 percent / KIO4 / Osmium tetraoxide / ethyl acetate; H2O / 7.5 h 6: Jones reagent / acetone / 0.33 h 7: 99 percent / 1 N HCl / dioxane / 100 °C View Scheme

1: Jones reagent / acetone / 0.33 h 2: 99 percent / 1 N HCl / dioxane / 100 °C View Scheme