Reacción #161143

Ecuación de reacción

5-bromo-2,3-dihydro-1H-indole

KNO3

Na2CO3

→

5-bromo-6-nitro-2,3-dihydro-1H-indole

Rendimiento 76.1%

Disolventes

H2SO4

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroat 0° C
2. 2
   workup.ADDITIONAfter addition
3. 3
   workup.ADDITIONcarefully poured into ice
4. 4
   Extracciónextracted with ethyl acetate
5. 5
   LavadoThe combined organic extracts were washed with brine
6. 6
   Secadodried over Na2SO4
7. 7
   Concentraciónconcentrated to dryness
8. 8
   OtroThe residue was purified by column chromatography on silica gel

Procedimiento

To a solution of 5-bromo-2,3-dihydro-1H-indole (45 g, 0.227 mol) in H2SO4 (98%, 200 mL) was slowly added KNO3 (23.5 g, 0.23 mol) at 0° C. After addition, the mixture was stirred at 0-10° C. for 4 h, carefully poured into ice, basified with Na2CO3 to pH 8 and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over Na2SO4 and concentrated to dryness. The residue was purified by column chromatography on silica gel to give 5-bromo-6-nitro-2,3-dihydro-1H-indole (42 g, 76%).

Fuente