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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1060006Erstellt: 26. Oktober 2026

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

https://huagongshe.com/reaction/1060006

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt2-Bromo-4-methylpyridineHCID 2734087—
Edukt4-Methyl-3-nitrobenzeneboronic acidHCID 2773515—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
LösungsmittelEthyl AcetateHCID 8857—
Produkt4-(4-Methylpyridin-2-yl)-2-nitrotolueneHCID 1866764766,3%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a suspension of 2-bromo-4-methylpyridine (5.16 g), 4-methyl-3-nitrophenylboronic acid (7.06 g) and tetrakis(triphenylphosphine)-palladium (1.73 g) in 1,2-dimethoxyethane (100 ml) was added 2M aqueous solution of sodium carbonate (39 ml). The mixture was stirred at 80° C. for 12 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. 2-Propanol was added to the residue. The precipitate was collected by filtration and dried under reduced pressure to give 4-(4-methylpyridin-2-yl)-2-nitrotoluene (4.54 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06521643B1
Quelldatensatzuspto-grants-2003_02
ORD IDord-ec156ab6696549b1b4493ee408195167
Quellennotizuspto-grants-2003_02