Реакция #2459116

Уравнение реакции

water

6-trifluoromethylthio-3,4-dihydro-2,2-dimethyl-trans-4-(2-oxo-1-pyrrolidinyl)-2H-benzo(b)pyran-3-ol

Oxone

water

→

6-trifluoromethylsulphonyl-3,4-dihydro-2,2-dimethyl-trans-4-(2-oxo-1-pyrrolidinyl)-2H-benzo(b)pyran-3-ol

Выход 55.0%

6-trifluoromethylsulphinyl-3,4-dihydro-2,2-dimethyl-trans-4-(2-oxo-1-pyrrolidinyl)-2H-benzo(b)-pyran-3-ol

Растворители

methanol

Условия реакции

Обработка

1. 1
   workup.ADDITIONis added at 0° C.
2. 2
   workup.STIRRINGAfter stirring for 5 days at room temperature
3. 3
   workup.ADDITIONthe mixture is diluted
4. 4
   Экстракцияextracted
5. 5
   ДругоеAfter drying
6. 6
   Другоеevaporating

Методика

0.2 g (5.5 mmol) of 6-trifluoromethylthio-3,4-dihydro-2,2-dimethyl-trans-4-(2-oxo-1-pyrrolidinyl)-2H-benzo(b)pyran-3-ol are dissolved in 7 ml of methanol and a suspension of 1 g of Oxone® in 5 ml of water is added at 0° C. with stirring. After stirring for 5 days at room temperature, the mixture is diluted using 20 ml of water and extracted using chloroform (3×50 ml). After drying and evaporating, 0.2 g of white crystals remain. By means of HPLC (eluent chloroform:methanol 98:2), 120 mg (55% of theory) of 6-trifluoromethylsulphonyl-3,4-dihydro-2,2-dimethyl-trans-4-(2-oxo-1-pyrrolidinyl)-2H-benzo(b)pyran-3-ol and 15 mg of 6-trifluoromethylsulphinyl-3,4-dihydro-2,2-dimethyl-trans-4-(2-oxo-1-pyrrolidinyl)-2H-benzo(b)-pyran-3-ol are obtained.

Источник