periodic acid 0.05 h; Ambient temperature; Product distribution;

periodic acid 0.05 h; Ambient temperature; Product distribution;

3-chloro-benzenecarboperoxoic acid in dichloromethane Title compound not separated from byproducts;

1: pyridine 2: oxalyl chloride/pyridine / benzene 3: 1.) triethylamine; 2.) 25percent HCl / 1.) chloroform, 3 h, 35 deg C; 2.) 5 h, reflux 4: 85 percent / NaOH / methanol / 1 h / Heating 5: 3.5 g / hydrazine hydrate / ethane-1,2-diol / 140 deg C, 1 h then 195 deg C, 6 h 6: pyridine 7: 3.62 g / lead tetraacetate, iodine / CCl4 8: 1.5 g / Zn/HCl / dioxane 9: perchloric acid 10: 1.2 g / CrO3/pyridine / CH2Cl2 / 0.25 h / 20 °C 11: 1.) Mg,I2 / 1 h, reflux 12: 0.675 g / pyridine / 0 °C 13: 1.) sodium iodide, zinc; 2.) dilute acid / 1.) reflux, glyme 14: 1.) HBr; 2.) NaOH / 1.) 15 h, rt., AcOH; 2.) water, reflux, 6 h View Scheme

1: oxalyl chloride/pyridine / benzene 2: 1.) triethylamine; 2.) 25percent HCl / 1.) chloroform, 3 h, 35 deg C; 2.) 5 h, reflux 3: 85 percent / NaOH / methanol / 1 h / Heating 4: 3.5 g / hydrazine hydrate / ethane-1,2-diol / 140 deg C, 1 h then 195 deg C, 6 h 5: pyridine 6: 3.62 g / lead tetraacetate, iodine / CCl4 7: 1.5 g / Zn/HCl / dioxane 8: perchloric acid 9: 1.2 g / CrO3/pyridine / CH2Cl2 / 0.25 h / 20 °C 10: 1.) Mg,I2 / 1 h, reflux 11: 0.675 g / pyridine / 0 °C 12: 1.) sodium iodide, zinc; 2.) dilute acid / 1.) reflux, glyme 13: 1.) HBr; 2.) NaOH / 1.) 15 h, rt., AcOH; 2.) water, reflux, 6 h View Scheme

1: perchloric acid 2: 1.2 g / CrO3/pyridine / CH2Cl2 / 0.25 h / 20 °C 3: 1.) Mg,I2 / 1 h, reflux 4: 0.675 g / pyridine / 0 °C 5: 1.) sodium iodide, zinc; 2.) dilute acid / 1.) reflux, glyme 6: 1.) HBr; 2.) NaOH / 1.) 15 h, rt., AcOH; 2.) water, reflux, 6 h View Scheme

1: 1.2 g / CrO3/pyridine / CH2Cl2 / 0.25 h / 20 °C 2: 1.) Mg,I2 / 1 h, reflux 3: 0.675 g / pyridine / 0 °C 4: 1.) sodium iodide, zinc; 2.) dilute acid / 1.) reflux, glyme 5: 1.) HBr; 2.) NaOH / 1.) 15 h, rt., AcOH; 2.) water, reflux, 6 h View Scheme

1: 0.675 g / pyridine / 0 °C 2: 1.) sodium iodide, zinc; 2.) dilute acid / 1.) reflux, glyme 3: 1.) HBr; 2.) NaOH / 1.) 15 h, rt., AcOH; 2.) water, reflux, 6 h View Scheme

1: pyridine 2: 3.62 g / lead tetraacetate, iodine / CCl4 3: 1.5 g / Zn/HCl / dioxane 4: perchloric acid 5: 1.2 g / CrO3/pyridine / CH2Cl2 / 0.25 h / 20 °C 6: 1.) Mg,I2 / 1 h, reflux 7: 0.675 g / pyridine / 0 °C 8: 1.) sodium iodide, zinc; 2.) dilute acid / 1.) reflux, glyme 9: 1.) HBr; 2.) NaOH / 1.) 15 h, rt., AcOH; 2.) water, reflux, 6 h View Scheme

1: 1.) Mg,I2 / 1 h, reflux 2: 0.675 g / pyridine / 0 °C 3: 1.) sodium iodide, zinc; 2.) dilute acid / 1.) reflux, glyme 4: 1.) HBr; 2.) NaOH / 1.) 15 h, rt., AcOH; 2.) water, reflux, 6 h View Scheme