Реакция #640579

Уравнение реакции

water

6-Methyl-3-[2-(trifluoromethanesulfonylamino)benzyl]-[1,3]-oxazepan-2-one

sodium hydrogen carbonate

isobutyl chloroformate

→

3-(2-[N-(isobutoxycarbonyl)-N-(trifluoromethanesulfonyl)amino]benzyl)-6-methyl-[1,3]-oxazepan-2-one

Выход 52.3%

Растворители

acetonitrile

Условия реакции

Обработка

1. 1
   Температураheated
2. 2
   Температураto reflux for three hours
3. 3
   Экстракцияextracted with ethyl acetate
4. 4
   ПромывкаThe ethyl acetate 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=3:1)

Методика

6-Methyl-3-[2-(trifluoromethanesulfonylamino)benzyl]-[1,3]-oxazepan-2-one (0.15 g, 0.41 mmol) and sodium hydrogen carbonate (0.06 g, 0.71 mmol) were suspended in acetonitrile (10 ml), added with isobutyl chloroformate (00.10 g, 0.73 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 ethyl acetate 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=3:1) to obtain 3-(2-[N-(isobutoxycarbonyl)-N-(trifluoromethanesulfonyl)amino]benzyl)-6-methyl-[1,3]-oxazepan-2-one (0.10 g).

Источник