반응 #2300178

반응 방정식

4-fluorobenzeneboronic acid

4-bromopyridine hydrochloride

sodium carbonate

→

crude title compound

수율 117.5%

4-(4-Fluorophenyl)pyridine

수율 117.5%

용매

1,2-dimethoxyethane

반응 조건

후처리

1. 1
   기타was degassed with bubbling nitrogen
2. 2
   온도The mixture was cooled
3. 3
   추출extracted with ethyl acetate
4. 4
   건조The combined organic fractions were dried (MgSO4)
5. 5
   기타the solvent was evaporated under reduced pressure

실험 절차

A mixture of 4-fluorobenzeneboronic acid (38.7 g, 276 mmol), 4-bromopyridine hydrochloride (48.9 g, 250 mmol), [1,4-butanediylbis(diphenylphosphine-κP)] dichloropalladium (Organometallics 1998, 17, 661; 1.52 g, 2.5 mmol), 1,2-dimethoxyethane (500 mL) and sodium carbonate solution (2M, 440 mL) was degassed with bubbling nitrogen and stirred at 80° C. for 24 hours. The mixture was cooled and extracted with ethyl acetate. The combined organic fractions were dried (MgSO4) and the solvent was evaporated under reduced pressure to give crude title compound as a brown solid (50.87 g) which was used without further purification. 1H NMR (360 MHz, CDCl3) δ 8.65 (2H, m), 7.61 (2H, m), 7.49 (2H, dd, J 1.6, 4.6 Hz), and 7.09 (2H, m).

출처