反応 #9274

反応方程式

2-bromopyridine

1-butyne

→

title compound

収率 84.3%

2-(1-Butynyl)pyridine

収率 84.3%

溶媒

diethylamine

反応条件

後処理

1. 1
   その他After bubbling in nitrogen
2. 2
   抽出extraction
3. 3
   ろ過The insoluble portion was filtered out with celite
4. 4
   洗浄the organic layer was washed with water and brine
5. 5
   乾燥After drying over anhydrous magnesium sulfate and filtration
6. 6
   濃縮the solvent was concentrated under reduced pressure
7. 7
   その他the residue was purified by silica gel column chromatography

実験手順

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.

出典