반응 #9282

반응 방정식

2-bromo-3-methoxypyridine

1-butyne

diethylamine

→

2-(1-butynyl)-4-methoxypyridine

반응 조건

후처리

1. 1
   기타was bubbled through at room temperature
2. 2
   기타Upon completion of the reaction
3. 3
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
4. 4
   workup.ADDITIONWater was added to the obtained residue, extraction
5. 5
   세척the extract was washed with brine
6. 6
   건조dried over magnesium sulfate
7. 7
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure

실험 절차

After adding dichlorobis(triphenylphosphine)palladium (II) (671 mg) and copper iodide (91 mg) to a solution of 2-bromo-3-methoxypyridine (18.0 g) in diethylamine (250 mL), 1-butyne (15.5 g) was bubbled through at room temperature, and the mixture was stirred for 20 hours. Upon completion of the reaction, the solvent was distilled off under reduced pressure. Water was added to the obtained residue, extraction was performed with ethyl acetate, the extract was washed with brine and dried over magnesium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was subjected to silica gel column chromatography (500 g), and 2-(1-butynyl)-4-methoxypyridine (10.0 g) was obtained from the n-hexane:ethyl acetate (2:1) fraction as a brown oil.

출처