تفاعل #161238

معادلة التفاعل

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

sodium formate

sodium acetate

→

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

المردود 88.0%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling
2. 2
   ترشيحthe mixture was filtered through Celite
3. 3
   غسيلThe Celite was washed with EtOAc
4. 4
   غسيلthe combined filtrates were washed with sat. NaHCO3
5. 5
   غسيلThe separated organic layer was washed with water and brine
6. 6
   تجفيفdried over MgSO4
7. 7
   ترشيحfiltered
8. 8
   تركيزconcentrated under reduced pressure

الإجراء التجريبي

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%).

المصدر