Реакция #640582

Уравнение реакции

water

5,5-dimethyl-3-[2-(trifluoromethanesulfonylamino)benzyl]-[1,3]-oxazinan-2-thione

sodium hydrogen carbonate

methyl chloroformate

→

5,5-dimethyl-3-(2-[N-(methoxycarbonyl)-N-(trifluoromethanesulfonyl)amino]benzyl)-[1,3]-oxazinane-2-thione

Выход 46.6%

Растворители

acetonitrile

Условия реакции

Обработка

1. 1
   Температураheated
2. 2
   Температураto reflux for three hours
3. 3
   Экстракцияextracted with ethyl acetate
4. 4
   ДругоеThe solvent was evaporated under reduced pressure after the organic layer
5. 5
   Сушкаwas dried over anhydrous sodium sulfate
6. 6
   ДругоеThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:l)

Методика

5,5-dimethyl-3-[2-(trifluoromethanesulfonylamino)benzyl]-[1,3]-oxazinan-2-thione (0.15 g, 0.39 mmol) and sodium hydrogen carbonate (0.05 g, 0.60 mmol) were suspended in acetonitrile (10 ml), added with methyl chloroformate (0.06 g, 0.60 mmol) and heated to reflux for three hours. After cooling to room temperature, the reaction mixture was added with water and extracted with ethyl acetate. The solvent was evaporated under reduced pressure after the organic layer was dried over anhydrous sodium sulfate. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:l) to obtain 5,5-dimethyl-3-(2-[N-(methoxycarbonyl)-N-(trifluoromethanesulfonyl)amino]benzyl)-[1,3]-oxazinane-2-thione (0.08 g).

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