Réaction #161128

Équation de réaction

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

NaOH

→

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

Rendement 34.0%

Solvants

HBr

Conditions de réaction

Traitement

1. 1
   Températurewas heated
2. 2
   Températureat reflux for 6 h
3. 3
   Extractionextracted with ethyl acetate
4. 4
   LavageThe organic layer was washed with brine
5. 5
   Séchagedried over Na2SO4
6. 6
   Concentrationconcentrated under reduced pressure
7. 7
   AutreThe residue was purified by column chromatography on silica gel

Mode opératoire

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%).

Source