Reaktion #467001

Reaktionsgleichung

Methyl 3-acetylamino-6-chloro-1-(ethoxycarbonyl)indole-2-carboxylate

KOH

→

title compound

Ausbeute 86.0%

3-Acetylamino-6-chloroindole-2-carboxylic acid

Ausbeute 86.0%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 1 h
2. 2
   TemperaturThe mixture was cooled
3. 3
   Einengenconcentrated
4. 4
   workup.ADDITIONthe residue diluted with 1N aqueous HCl (20 ml)
5. 5
   Extraktionextracted with ethyl acetate (30 ml×2)
6. 6
   ExtraktionThe organic extract
7. 7
   Trocknenwas dried (MgSO4)
8. 8
   Sonstigeevaporated

Vorschrift

Methyl 3-acetylamino-6-chloro-1-(ethoxycarbonyl)indole-2-carboxylate (step 2; 1.48 g, 4.37 mmol) dissolved in ethanol (20 ml) and 1N aqueous KOH (10 ml) were heated together at reflux for 1 h. The mixture was cooled and concentrated, and the residue diluted with 1N aqueous HCl (20 ml) and extracted with ethyl acetate (30 ml×2). The organic extract was dried (MgSO4) and evaporated to afford 0.95 g (86%) of the title compound as a white solid.

Quelle