Reaktion #339158

Reaktionsgleichung

3,4,5-trichloropyridine

cesium carbonate

N-methylpyrrolidone

→

1-(3,5-dichloro-4-pyridinyl)-1H-pyrrole-2-carbaldehyde

Lösungsmittel

Water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto cool to room temperature
2. 2
   Extraktionthe mixture was extracted with ethyl acetate two times
3. 3
   Waschenwashed successively water
4. 4
   Trocknenan aqueous saturated sodium chloride solution, dried over anhydrous sodium sulfate
5. 5
   Einengenconcentrated under reduced pressure

Vorschrift

A mixture of 2.6 g of 2-pyrrolecabaldehyde, 5.0 g of 3,4,5-trichloropyridine, 10.7 g of cesium carbonate and 30 ml of N-methylpyrrolidone was stirred at 100° C. for 2 hours, and then allowed to cool to room temperature. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate two times. The organic layers were combined, washed successively water and an aqueous saturated sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel chromatography to obtain 2.14 g of 1-(3,5-dichloro-4-pyridinyl)-1H-pyrrole-2-carbaldehyde of the formula:

Quelle