反応 #640573

反応方程式

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

収率 68.2%

溶媒

acetonitrile

反応条件

後処理

1. 1
   温度heated
2. 2
   温度to reflux for six hours
3. 3
   抽出extracted with ethyl acetate
4. 4
   洗浄The organic layer was washed with a saturated brine
5. 5
   乾燥dried over anhydrous sodium sulfate
6. 6
   その他the solvent was evaporated under reduced pressure
7. 7
   その他The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:4)

実験手順

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).

出典