반응 #435006

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
   기타The resulting reaction mixture
2. 2
   기타was bubbled with nitrogen
3. 3
   workup.ADDITIONethyl acetate was added
4. 4
   여과After the reaction mixture was filtered through celite
5. 5
   기타to remove insoluble residue
6. 6
   세척the filtrate was washed with water and brine
7. 7
   추출The obtained organic extract
8. 8
   건조was dried over anhydrous magnesium sulfate
9. 9
   여과filtered
10. 10
    기타the solvent was evaporated under reduced pressure
11. 11
    기타the residue was purified by silica gel column chromatography

실험 절차

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.

출처