Reaktion #1723

Reaktionsgleichung

sodium chloride

4-ethynylbenzonitrile

2-bromo-5-nitrothiophene

triethylamine

→

4-[(5-nitro-2-thienyl)ethynyl]benzonitrile

Lösungsmittel

ethyl acetate

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   TrocknenThe organic layer was dried over anhydrous sodium sulfate
2. 2
   Filtrationfiltered
3. 3
   Sonstigeevaporated to dryness
4. 4
   SonstigeThe crude solid was triturated with 1:1 dichloromethane/hexane

Vorschrift

To a solution of 4-ethynylbenzonitrile (0.5 g), 2-bromo-5-nitrothiophene (0.9 g) and bis(triphenylphosphine)palladium dichloride (83 mg) in anhydrous dimethylformamide (4 ml) was added triethylamine (2.2 ml). The reaction mixture was stirred at room temperature for 3 days then ethyl acetate (200 ml) and saturated sodium chloride (200 ml) were added. The organic layer was dried over anhydrous sodium sulfate, filtered and evaporated to dryness. The crude solid was triturated with 1:1 dichloromethane/hexane followed by diethyl ether to give 4-[(5-nitro-2-thienyl)ethynyl]benzonitrile as a yellow solid.

Quelle