반응 #86913

반응 방정식

4-amino-3-iodobenzonitrile

4-(triethylsilyl)but-3-yn-1-ol

lithium chloride

sodium carbonate

→

title compound

수율 51.8%

3-(2-hydroxyethyl)-2-(triethylsilyl)-1H-indole-5-carbonitrile

수율 51.8%

용매

DMF

반응 조건

후처리

1. 1
   여과The solution was filtered through celite
2. 2
   workup.ADDITIONdiluted in ethyl acetate
3. 3
   세척washed with brine and sodium thiosulphate
4. 4
   기타dried
5. 5
   농축concentrated under reduced pressure
6. 6
   기타The crude mixture was purified by flash chromatography on silica (eluent 2 to 20% ethyl acetate in heptane)

실험 절차

4-amino-3-iodobenzonitrile (1.65 g; 5.61 mmol), 4-(triethylsilyl)but-3-yn-1-ol (1.57 mL; 7.44 mmol), Bis(diphenylphosphino)ferrocene]palladium(II) chloride (0.276 g; 0.338 mmol), lithium chloride (0.287 g; 6.76 mmol), sodium carbonate (1.43 g; 13.52 mmol) in DMF (14 mL) was stirred at 100° C. for 15 hours. The solution was filtered through celite, diluted in ethyl acetate, washed with brine and sodium thiosulphate, dried and concentrated under reduced pressure. The crude mixture was purified by flash chromatography on silica (eluent 2 to 20% ethyl acetate in heptane) to yield 0.873 g (43%) of the title compound as a yellow solid.

출처