반응 #3427

반응 방정식

3,5-dibromopyridine

phenylboronic acid

sodium carbonate

→

title compound

3-bromo-5-phenylpyridine

용매

toluene

반응 조건

후처리

1. 1
   온도heated
2. 2
   온도at reflux for 6 hours
3. 3
   기타the solvent was removed
4. 4
   기타The residue was purified by chromatography (silica gel
5. 5
   세척eluting with ether:hexane 1:10

실험 절차

Portions of 3,5-dibromopyridine (1.0 g, 4.22 mmol), phenylboronic acid (570 mg, 4.6 mmol) and palladium tetra(triphenylphosphine) (60 mg) were combined in toluene (20 mL) with aqueous sodium carbonate solution (2M, 3.0 mL) and heated at reflux for 6 hours. The mixture was cooled to ambient temperature, and the solvent was removed. The residue was purified by chromatography (silica gel, eluting with ether:hexane 1:10 to give the title compound: MS (CI/NH3) m/z: 234/236 (M+H)+, 251/153 (M+NH4)+ ; 1H NMR (CDCl3, 300 MHz) δ7.21-8.02 (dd, J=2.0, 2.0 Hz), 8.65 (d, J=2.0 Hz), 8.75 (d, J=2.0 Hz).

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