3-chloro-benzenecarboperoxoic acid in dichloromethane 48 h; Ambient temperature;

1: 72 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 1-hydroxybenzotriazole, Et3N / dimethylformamide / 24 h / Ambient temperature 2: 96 percent / HCl / dioxane / 2 h / Ambient temperature 3: 13.5 percent / Et3N / CH2Cl2 / 1.) -60 deg C, 30 min, 2.) 10 deg C, 1 h 4: 14 percent / m-CPBA / CH2Cl2 / 48 h / Ambient temperature View Scheme

1: 85 percent / Et3N / methanol; tetrahydrofuran / 20 h / Ambient temperature 2: 72 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 1-hydroxybenzotriazole, Et3N / dimethylformamide / 24 h / Ambient temperature 3: 96 percent / HCl / dioxane / 2 h / Ambient temperature 4: 13.5 percent / Et3N / CH2Cl2 / 1.) -60 deg C, 30 min, 2.) 10 deg C, 1 h 5: 14 percent / m-CPBA / CH2Cl2 / 48 h / Ambient temperature View Scheme

1: 73.9 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 1-hydroxybenzotriazole, Et3N / dimethylformamide / 20 h / Ambient temperature 2: 91 percent / HCl / dioxane / 2 h / Ambient temperature 3: 72 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 1-hydroxybenzotriazole, Et3N / dimethylformamide / 24 h / Ambient temperature 4: 96 percent / HCl / dioxane / 2 h / Ambient temperature 5: 13.5 percent / Et3N / CH2Cl2 / 1.) -60 deg C, 30 min, 2.) 10 deg C, 1 h 6: 14 percent / m-CPBA / CH2Cl2 / 48 h / Ambient temperature View Scheme

1: 82.6 percent / NaHCO3 / methanol; tetrahydrofuran / 20 h / Ambient temperature 2: 92 percent / K2CO3 / acetone / 24 h / Ambient temperature 3: 99 percent / NaOH / ethanol / Ambient temperature 4: 73.9 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 1-hydroxybenzotriazole, Et3N / dimethylformamide / 20 h / Ambient temperature 5: 91 percent / HCl / dioxane / 2 h / Ambient temperature 6: 72 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 1-hydroxybenzotriazole, Et3N / dimethylformamide / 24 h / Ambient temperature 7: 96 percent / HCl / dioxane / 2 h / Ambient temperature 8: 13.5 percent / Et3N / CH2Cl2 / 1.) -60 deg C, 30 min, 2.) 10 deg C, 1 h 9: 14 percent / m-CPBA / CH2Cl2 / 48 h / Ambient temperature View Scheme

1: 92 percent / K2CO3 / acetone / 24 h / Ambient temperature 2: 99 percent / NaOH / ethanol / Ambient temperature 3: 73.9 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 1-hydroxybenzotriazole, Et3N / dimethylformamide / 20 h / Ambient temperature 4: 91 percent / HCl / dioxane / 2 h / Ambient temperature 5: 72 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 1-hydroxybenzotriazole, Et3N / dimethylformamide / 24 h / Ambient temperature 6: 96 percent / HCl / dioxane / 2 h / Ambient temperature 7: 13.5 percent / Et3N / CH2Cl2 / 1.) -60 deg C, 30 min, 2.) 10 deg C, 1 h 8: 14 percent / m-CPBA / CH2Cl2 / 48 h / Ambient temperature View Scheme

1: 73.9 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 1-hydroxybenzotriazole, Et3N / dimethylformamide / 20 h / Ambient temperature 2: 91 percent / HCl / dioxane / 2 h / Ambient temperature 3: 72 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 1-hydroxybenzotriazole, Et3N / dimethylformamide / 24 h / Ambient temperature 4: 96 percent / HCl / dioxane / 2 h / Ambient temperature 5: 13.5 percent / Et3N / CH2Cl2 / 1.) -60 deg C, 30 min, 2.) 10 deg C, 1 h 6: 14 percent / m-CPBA / CH2Cl2 / 48 h / Ambient temperature View Scheme

1: 99 percent / NaOH / ethanol / Ambient temperature 2: 73.9 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 1-hydroxybenzotriazole, Et3N / dimethylformamide / 20 h / Ambient temperature 3: 91 percent / HCl / dioxane / 2 h / Ambient temperature 4: 72 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 1-hydroxybenzotriazole, Et3N / dimethylformamide / 24 h / Ambient temperature 5: 96 percent / HCl / dioxane / 2 h / Ambient temperature 6: 13.5 percent / Et3N / CH2Cl2 / 1.) -60 deg C, 30 min, 2.) 10 deg C, 1 h 7: 14 percent / m-CPBA / CH2Cl2 / 48 h / Ambient temperature View Scheme

1: 91 percent / HCl / dioxane / 2 h / Ambient temperature 2: 72 percent / 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride, 1-hydroxybenzotriazole, Et3N / dimethylformamide / 24 h / Ambient temperature 3: 96 percent / HCl / dioxane / 2 h / Ambient temperature 4: 13.5 percent / Et3N / CH2Cl2 / 1.) -60 deg C, 30 min, 2.) 10 deg C, 1 h 5: 14 percent / m-CPBA / CH2Cl2 / 48 h / Ambient temperature View Scheme

1: 96 percent / HCl / dioxane / 2 h / Ambient temperature 2: 13.5 percent / Et3N / CH2Cl2 / 1.) -60 deg C, 30 min, 2.) 10 deg C, 1 h 3: 14 percent / m-CPBA / CH2Cl2 / 48 h / Ambient temperature View Scheme