反应详情

温度

70 °C

S-4-(2-chlorobenzamido)phenyl 2-chlorobenzothioate (305 g, 0.76 mol), EtOAc (325 mL), and water (65 mL) are charged to a flask fitted with reflux condenser. A solution of NaOH (3 eq., 50% aq.) is added and the mixture heated to 70° C. for 30-40 minutes. EtOAc was removed by distillation at 100 mm Hg and the mixture cooled to 5° C. The mixture was acidified with 6N HCl to pH 2. The solid is collected by vacuum filtration and washed with water (390 mL). The solid is taken up in CH2Cl2 (520 mL) and washed with saturated aqueous NaHCO3. The organic layer is dried over Na2SO4, filtered, and concentrated to give the desired material (174 g, 87%).

1. customfitted
2. temperaturewith reflux condenser
3. customEtOAc was removed by distillation at 100 mm Hg
4. temperaturethe mixture cooled to 5° C
5. filtrationThe solid is collected by vacuum filtration
6. washwashed with water (390 mL)
7. washwashed with saturated aqueous NaHCO3
8. dry with materialThe organic layer is dried over Na2SO4
9. filtrationfiltered
10. concentrationconcentrated