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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 3331Erstellt: 23. Oktober 2026

Sodium Carbonate → 3-Bromo-5-phenylpyridine

https://huagongshe.com/de/reaction/3331

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
EduktPhenylboronic AcidHCID 66827—
Edukt3,5-DibromopyridineHCID 69369—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
LösungsmittelTolueneHCID 1140—
Produkt3-Bromo-5-phenylpyridineHCID 2762904—

Reaktionsschritte

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).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05733912
Quelldatensatzuspto-grants-1998_03
ORD IDord-f04c2e1d91b841f084faee8cc1432b9f
Quellennotizuspto-grants-1998_03