Reacción #4131

Ecuación de reacción

1-(2-nitro-4-bromophenyl)indoline

N-bromosuccinimide

water

→

product

Rendimiento 68.0%

1-(2-Nitro-4-bromophenyl)-5-bromoindoline

Rendimiento 68.0%

Disolventes

dimethylformamide

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe solid was filtered
2. 2
   Otrodried
3. 3
   workup.DISSOLUTIONdissolved in dichloromethane (300 ml)
4. 4
   workup.ADDITIONThe solution was added
5. 5
   FiltraciónThe precipitate was collected by filtration

Procedimiento

To a solution of 1-(2-nitro-4-bromophenyl)indoline (15 g, 0.047 moles) in dimethylformamide (150 ml) at -10° C. was added dropwise a solution of N-bromosuccinimide (9.4 g, 0.054 mole) in dimethylformamide (50 ml) over 10 minutes. The reaction mixture was stirred at 0° C. for 15 minutes. The solution was added slowly to water (1 l) with vigorous stirring. The solid was filtered, dried, and dissolved in dichloromethane (300 ml). The solution was added to boiling methanol (1 l). The precipitate was collected by filtration to give 12.7 g (68%) of product, mp 150°-152° C.

Fuente