Reaktion #218824

Reaktionsgleichung

water

1H-indole-2-carboxylic acid

4-bromocumene

potassium carbonate

→

1-(4-Isopropylphenyl)-1H-indole-2-carboxylic acid

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturat reflux for 24 hours
2. 2
   TemperaturAfter cooling
3. 3
   Sonstigeobtained
4. 4
   FiltrationThe suspension is filtered
5. 5
   ExtraktionThis mixture is extracted with 500 ml of dichloromethane
6. 6
   WaschenThe organic phase is washed with water
7. 7
   Trocknendried over sodium sulfate
8. 8
   Einengenconcentrated under reduced pressure
9. 9
   TrocknenAfter drying under reduced pressure, 204.4 g of a white solid
10. 10
    Sonstigeare obtained

Vorschrift

A suspension of 128.8 g (0.8 mol) of 1H-indole-2-carboxylic acid, of 159.2 g (0.8 mol) of 4-bromocumene, of 111.6 g (0.808 mol) of potassium carbonate and of 8 g (0.1 mol) of copper oxide in 200 ml of dimethylformamide is stirred at reflux for 24 hours. After cooling, 6 l of water are added to the beige suspension obtained. The suspension is filtered and then the insoluble material is taken up in 1 l of a 5N hydrochloric acid solution. This mixture is extracted with 500 ml of dichloromethane. The organic phase is washed with water, dried over sodium sulfate and then concentrated under reduced pressure. After drying under reduced pressure, 204.4 g of a white solid are obtained, which solid is used as is in the following stage.

Quelle