반응 #2477113

반응 방정식

trimethylsilyl cyanide

(2-ethyl-8-methylfuro[3,2-c]pyrazolo[1,5-a]pyridin-1-yl)methanol

sodium hydrogen carbonate

→

title compound

수율 71.2%

(2-ethyl-8-methylfuro[3,2-c]pyrazolo[1,5-a]pyridin-1-yl)acetonitrile

수율 71.2%

용매

chlorobenzene

chlorobenzene

반응 조건

후처리

1. 1
   온도cooling
2. 2
   추출the mixture was extracted with ethyl acetate
3. 3
   세척The extract was washed with saturated brine
4. 4
   건조dried over anhydrous sodium sulfate
5. 5
   여과filtered
6. 6
   기타The solvent was evaporated under reduced pressure
7. 7
   기타the residue was purified by silica gel column chromatography (ethyl acetate/hexane=10/90→30/70)

실험 절차

Under an argon atmosphere, to a solution of boron trifluoride diethyl ether complex (0.563 mL, 4.44 mmol) and trimethylsilyl cyanide (0.789 mL, 5.92 mmol) in chlorobenzene (30 mL) was added a solution of (2-ethyl-8-methylfuro[3,2-c]pyrazolo[1,5-a]pyridin-1-yl)methanol (340 mg, 1.48 mmol) in chlorobenzene (15 mL) under ice-cooling, and the mixture was stirred at room temperature for 15 min. A saturated aqueous sodium hydrogen carbonate solution was added, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous sodium sulfate and filtered. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=10/90→30/70) to give the title compound (252 mg, yield 71%).

출처