Reaktion #77324

Reaktionsgleichung

5-hydroxy-1H-indole-2-carboxylic acid ethyl ester

2-bromo-1-pyrrolidin-1-yl-ethanone

cesium carbonate

→

5-(2-oxo-2-pyrrolidin-1-yl-ethoxy)-1H-indole-2-carboxylic acid ethyl ester

Ausbeute 25.3%

Lösungsmittel

dimethylformamide

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with water (5×50 mL) and brine
2. 2
   Sonstigedried
3. 3
   Einengenconcentrated
4. 4
   SonstigeThe residue was recrystallized from ethyl acetate and hexane

Vorschrift

A mixture of 5-hydroxy-1H-indole-2-carboxylic acid ethyl ester (2 g, 10 mmol), 2-bromo-1-pyrrolidin-1-yl-ethanone (3 g, 20 mmol) and cesium carbonate (19.5 g, 60 mmol) in dimethylformamide (16 mL) was stirred at room temperature for 24 hours. The reaction was diluted with ethyl acetate (150 mL), washed with water (5×50 mL) and brine, dried and concentrated. The residue was recrystallized from ethyl acetate and hexane to give 0.8 g (25%) 5-(2-oxo-2-pyrrolidin-1-yl-ethoxy)-1H-indole-2-carboxylic acid ethyl ester as a brown solid.

Quelle