반응 #640582

반응 방정식

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

수율 46.6%

용매

acetonitrile

반응 조건

후처리

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

실험 절차

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).

출처