Реакция #640573

Уравнение реакции

water

3-[2-(Trifluoromethanesulfonylamino)benzyl]-[1,3]-oxazinan-2-one

sodium hydrogen carbonate

propyl chloroformate

→

3-{2-[N-(propoxycarbonyl)-N-(trifluoromethanesulfonyl)amino]benzyl)-[1,3]-oxazinan-2-one

Выход 68.2%

Растворители

acetonitrile

Условия реакции

Обработка

1. 1
   Температураheated
2. 2
   Температураto reflux for six hours
3. 3
   Экстракцияextracted with ethyl acetate
4. 4
   ПромывкаThe organic layer was washed with a saturated brine
5. 5
   Сушкаdried over anhydrous sodium sulfate
6. 6
   Другоеthe solvent was evaporated under reduced pressure
7. 7
   ДругоеThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:4)

Методика

3-[2-(Trifluoromethanesulfonylamino)benzyl]-[1,3]-oxazinan-2-one (0.13 g, 0.38 mmol) and sodium hydrogen carbonate (0.06 g, 0.71 mmol) was suspended in acetonitrile (15 ml), added with propyl chloroformate (0.09 g, 0.77 mmol) and heated to reflux for six hours. After cooling to room temperature, the reaction mixture was added with water and extracted with ethyl acetate. The organic layer was washed with a saturated brine and then dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:4) to obtain 3-{2-[N-(propoxycarbonyl)-N-(trifluoromethanesulfonyl)amino]benzyl)-[1,3]-oxazinan-2-one (0.11 g).

Источник