반응 #9274

반응 방정식

2-bromopyridine

1-butyne

→

title compound

수율 84.3%

2-(1-Butynyl)pyridine

수율 84.3%

용매

diethylamine

반응 조건

후처리

1. 1
   기타After bubbling in nitrogen
2. 2
   추출extraction
3. 3
   여과The insoluble portion was filtered out with celite
4. 4
   세척the organic layer was washed with water and brine
5. 5
   건조After drying over anhydrous magnesium sulfate and filtration
6. 6
   농축the solvent was concentrated under reduced pressure
7. 7
   기타the residue was purified by silica gel column chromatography

실험 절차

After dissolving 2-bromopyridine (50 g) in diethylamine (500 mL) and adding dichlorobis(triphenylphosphine)palladium (II) (2.2 g) and copper iodide (0.3 g), the mixture was stirred at room temperature for 4 hours while introducing 1-butyne (100 g) as a gas. After bubbling in nitrogen, extraction was performed with ethyl acetate. The insoluble portion was filtered out with celite, and then the organic layer was washed with water and brine. After drying over anhydrous magnesium sulfate and filtration, the solvent was concentrated under reduced pressure, the residue was purified by silica gel column chromatography, and the title compound (35 g) was obtained from the n-hexane:ethyl acetate (5:1) fraction as a brown oil.

출처