반응 #1722

반응 방정식

2-bromo-5-nitrofuran

triethylamine

4-Ethynylbenzonitrile

→

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

용매

acetonitrile

반응 조건

후처리

1. 1
   기타The mixture was evaporated to dryness
2. 2
   workup.DISSOLUTIONthe residue was dissolved in dichloromethane (200 ml)
3. 3
   건조dried over anhydrous sodium sulfate
4. 4
   여과filtered
5. 5
   기타evaporated to dryness
6. 6
   기타The residue was purified by silica gel chromatography (ethyl acetate/hexane 1:10)
7. 7
   기타triturated with ethyl acetate/hexane (1:3)

실험 절차

To a solution of 2-bromo-5-nitrofuran (1.65 g) and triethylamine (34 ml) in anhydrous acetonitrile (55 ml) under nitrogen was added bis(triphenylphosphine)palladium dichloride (130 mg) and cuprous iodide (35 mg). 4-Ethynylbenzonitrile (1.09 g) was added and the reaction mixture was stirred under nitrogen overnight. The mixture was evaporated to dryness and the residue was dissolved in dichloromethane (200 ml), dried over anhydrous sodium sulfate, filtered and evaporated to dryness. The residue was purified by silica gel chromatography (ethyl acetate/hexane 1:10) and triturated with ethyl acetate/hexane (1:3) to give 4-[(5-nitro-2-furyl)-ethynyl]benzonitrile.

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