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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 17285Erstellt: 23. Oktober 2026

Potassium Carbonate → 1-Fluoro-2-methoxy-5-methyl-3-nitrobenzene

https://huagongshe.com/de/reaction/17285

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt4-Bromo-2-fluoro-6-nitroanisoleHCID 557159—
EduktTrimethylboroxineHCID 574072—
EduktSodium bicarbonate waterHCID 86585896—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt1-Fluoro-2-methoxy-5-methyl-3-nitrobenzeneHCID 5757587673,5%

Reaktionsschritte

Under nitrogen atmosphere, potassium carbonate (218 mg, 1.58 mmol), tetrakistriphenylphosphine palladium(0) (58 mg, 50 μmol), trimethylboroxine (77 μl, 0.55 mmol) were added to a 1,4-dioxane (5 ml) solution of 4-bromo-2-fluoro-6-nitroanisole (125 mg, 0.5 mmol), followed by stirring with heating under reflux for 1 hour and a half. After cooling to room temperature, saturated sodium bicarbonate water was added to the reaction liquid, followed by extraction three times with ethyl acetate, the organic layer was washed with saturated brine, then dried over anhydrous magnesium sulfate. After filtration and concentration under reduced pressure, the resulting residue was subjected to column chromatography, and the eluate with n-hexane:ethyl acetate (20:1) was concentrated under reduced pressure to obtain the entitled compound (68 mg, 70%) as an orange oily substance.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07737166B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-fb51f80de4f3476789356b3d2878b0e3
Quellennotizuspto-grants-2010_06