Reaktion #584362

Reaktionsgleichung

1-[4-(methylsulfonyl)phenyl]pentane-1,4-dione

4-bromoaniline

p-toluenesulfonic acid

→

subtitle compound

Ausbeute 54.3%

1-(4-Bromophenyl)-2-methyl-5-[4-(methylsulfonyl)phenyl]-1H-pyrrole

Ausbeute 54.3%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturat reflux temperature
3. 3
   TemperaturAfter cooling down
4. 4
   Sonstigevolatiles were removed by evaporation
5. 5
   SonstigeThe residue was purified, by flash chromatography on silica gel eluting with ethyl acetate/hexane (1/3)

Vorschrift

A mixture of 1-[4-(methylsulfonyl)phenyl]pentane-1,4-dione (3 g, 11.8 mmol), 4-bromoaniline (2.03 g, 11.8 mmol), and p-toluenesulfonic acid (150 mg) in toluene (250 mL) was heated at reflux temperature using Dean-Stark apparatus. After cooling down, volatiles were removed by evaporation. The residue was purified, by flash chromatography on silica gel eluting with ethyl acetate/hexane (1/3) to give the subtitle compound (2.5 g, 54% yield).

Quelle