Reacción #161128

Ecuación de reacción

1-benzenesulfonyl-5-ethyl-2,3-dihydro-1H-indole

NaOH

→

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

Rendimiento 34.0%

Disolventes

HBr

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated
2. 2
   Temperaturaat reflux for 6 h
3. 3
   Extracciónextracted with ethyl acetate
4. 4
   LavadoThe organic layer was washed with brine
5. 5
   Secadodried over Na2SO4
6. 6
   Concentraciónconcentrated under reduced pressure
7. 7
   OtroThe residue was purified by column chromatography on silica gel

Procedimiento

A mixture of 1-benzenesulfonyl-5-ethyl-2,3-dihydro-1H-indole (15 g, 0.05 mol) in HBr (48%, 162 mL) was heated at reflux for 6 h. The mixture was basified with sat. NaOH solution to pH 9 and extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel to give 5-ethyl-2,3-dihydro-1H-indole (2.5 g, 32%).

Fuente