反応 #435006

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The resulting reaction mixture
2. 2
   その他was bubbled with nitrogen
3. 3
   workup.ADDITIONethyl acetate was added
4. 4
   ろ過After the reaction mixture was filtered through celite
5. 5
   その他to remove insoluble residue
6. 6
   洗浄the filtrate was washed with water and brine
7. 7
   抽出The obtained organic extract
8. 8
   乾燥was dried over anhydrous magnesium sulfate
9. 9
   ろ過filtered
10. 10
    その他the solvent was evaporated under reduced pressure
11. 11
    その他the residue was purified by silica gel column chromatography

実験手順

To a solution of 2-bromopyridine (50 g) dissolved in diethylamine (500 mL) was added dichlorobis(triphenylphosphine)palladium(II) (2.2 g) and copper iodide (0.3 g), and the reaction mixture was stirred for 4 hours at room temperature while introducing 1-butyne (100 g) as a gas. The resulting reaction mixture was bubbled with nitrogen, and then ethyl acetate was added. After the reaction mixture was filtered through celite to remove insoluble residue, the filtrate was washed with water and brine. The obtained organic extract was dried over anhydrous magnesium sulfate and filtered, the solvent was evaporated under reduced pressure, the residue was purified by silica gel column chromatography and the title compound (35 g) was obtained as a brown oil from the n-hexane:ethyl acetate (5:1) fraction.

出典