Reaktion #584378

Reaktionsgleichung

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

2-(tributylstannyl)furan

LiCl

→

title compound

Ausbeute 26.5%

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

Ausbeute 26.5%

Lösungsmittel

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was heated
2. 2
   Temperaturat reflux temperature for 0.5 hours
3. 3
   TemperaturAfter cooling
4. 4
   Sonstigevolatiles were removed by evaporation
5. 5
   SonstigeThe residue was purified by flash chromatography
6. 6
   Wascheneluting with hexane/ethyl acetate (4/1)
7. 7
   SonstigeThe resulting solid was recrystallized from CH2Cl2/hexane

Vorschrift

To a stirred solution of 1-(4-bromophenyl)-4-methyl-2-[4-(methylsulfonyl)phenyl]-1H-pyrrole (0.1 g, 0.26 mmol) in dioxane (5 mL) was added 2-(tributylstannyl)furan (0.118 g, 0.33 mmol), LiCl (0.027 g, 0.64 mmol), tetrakis(triphenylphosphine)palladium(0) (0.03 g, 0.026 mmol) at room temperature under nitrogen. The mixture was heated at reflux temperature for 0.5 hours. After cooling, volatiles were removed by evaporation. The residue was purified by flash chromatography eluting with hexane/ethyl acetate (4/1). The resulting solid was recrystallized from CH2Cl2/hexane to give the title compound (0.026 g, 26.5% yield).

Quelle