반응 #161238

반응 방정식

N-(2-bromo-5-nitrophenyl)-N-(2-methylprop-2-enyl)acetamide

sodium formate

sodium acetate

→

1-(3,3-dimethyl-6-nitroindolin-1-yl)ethanone

수율 88.0%

용매

DMF

반응 조건

후처리

1. 1
   온도After cooling
2. 2
   여과the mixture was filtered through Celite
3. 3
   세척The Celite was washed with EtOAc
4. 4
   세척the combined filtrates were washed with sat. NaHCO3
5. 5
   세척The separated organic layer was washed with water and brine
6. 6
   건조dried over MgSO4
7. 7
   여과filtered
8. 8
   농축concentrated under reduced pressure

실험 절차

A solution of N-(2-bromo-5-nitrophenyl)-N-(2-methylprop-2-enyl)acetamide (3.1 g, 10.2 mmol), tetraethylammonium chloride hydrate (2.4 g, 149 mmol), sodium formate (1.08 g, 18 mmol), sodium acetate (2.76 g, 34.2 mmol) and palladium acetate (0.32 g, 13.2 mmol) in anhydrous DMF (50 mL) was stirred at 80° C. for 15 h under N2 atmosphere. After cooling, the mixture was filtered through Celite. The Celite was washed with EtOAc and the combined filtrates were washed with sat. NaHCO3. The separated organic layer was washed with water and brine, dried over MgSO4, filtered and concentrated under reduced pressure to provide 1-(3,3-dimethyl-6-nitroindolin-1-yl)ethanone as a brown solid (2.1 g, 88%).

출처