반응 #158338

반응 방정식

2-(3,4-dichlorophenyl)-7-[3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl]hept-6-yn-2-ol

trimethylsilylazide

toluene

→

title compound

7-(3,4-dichlorophenyl)-3-[3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl]-7-methyl-4,5,6,7-tetrahydro[1,2,3]triazolo[1,5-a]pyridine

용매

ethyl acetate

반응 조건

후처리

1. 1
   온도cooling
2. 2
   온도to cool to room temperature
3. 3
   세척the mixture was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine
4. 4
   건조dried over anhydrous sodium sulfate
5. 5
   기타the solvent was evaporated under reduced pressure
6. 6
   기타The residue was purified by silica gel column chromatography (ethyl acetate/hexane)

실험 절차

Boron trifluoride-diethyl ether complex (75.3 μL) was added to a mixture of 2-(3,4-dichlorophenyl)-7-[3-methoxy-4-(3-methyl-1H-1,2,4-triazol-1-yl)phenyl]hept-6-yn-2-ol (88.0 mg), trimethylsilylazide (105 μL) and toluene (4 mL) under ice-cooling, and the mixture was stirred at room temperature for 30 min, at 70° C. for 15 min and at 110° C. for 6 hr, and allowed to cool to room temperature. The reaction mixture was diluted with ethyl acetate, the mixture was washed with saturated aqueous sodium hydrogen carbonate solution and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (15.7 mg).

출처