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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1060002Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/1060002

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt4-Methyl-3-nitrobenzeneboronic acidHCID 2773515—
Edukt2-Bromo-4-methoxypyridineHCID 4738484—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
LösungsmittelEthyl AcetateHCID 8857—
Produkt4-(4-Methoxypyridin-2-yl)-2-nitrotolueneHCID 1863100395,1%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a suspension of 2-bromo-4-methoxypyridine (2.5 g), 4-methyl-3-nitrophenylboronic acid (3.37 g) and tetrakis(triphenylphosphine)-palladium (768 mg) in 1,2-dimethoxyethane (100 ml) was added 2M aqueous solution of sodium carbonate (18.6 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. Methanol was added to the residue. The precipitate was collected by filtration and dried under reduced pressure to give 4-(4-methoxypyridin-2-yl)-2-nitrotoluene (3.09 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06521643B1
Quelldatensatzuspto-grants-2003_02
ORD IDord-095fc507c68f4166bbaf3abdc528761d
Quellennotizuspto-grants-2003_02