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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1059959Erstellt: 26. Oktober 2026

Sodium Carbonate → 2-(4-Methoxypyridin-2-yl)toluene

https://huagongshe.com/reaction/1059959

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt2-Methylphenyl boronic acidHCID 2733267—
Edukt2-Bromo-4-methoxypyridineHCID 4738484—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-(4-Methoxypyridin-2-yl)tolueneHCID 1866756099,4%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a suspension of 2-bromo-4-methoxypyridine (1.88 g), 2-methylphenylboronic acid (1.77 g) and tetrakis(triphenylphosphine)-palladium (578 mg) in 1,2-dimethoxyethane (30 ml) was added 2M aqueous solution of sodium carbonate (13 ml). The mixture was stirred at 80° C. for 7 hours under a nitrogen atmosphere, then cooled to room temperature and diluted with ethyl acetate. The organic layer was separated, washed with water and brine and dried over sodium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by column chromatography (silica gel 50 g, 25% ethyl acetate in n-hexane) to give 2-(4-methoxypyridin-2-yl)toluene (1.98 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06521643B1
Quelldatensatzuspto-grants-2003_02
ORD IDord-a305d08f1e5542e1b07a3b2fb5615217
Quellennotizuspto-grants-2003_02