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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 227872Erstellt: 24. Oktober 2026

4-Chloroanisole → 4-Methoxybiphenyl

https://huagongshe.com/de/reaction/227872

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-ChloroanisoleHCID 12167—
EduktPhenylboronic AcidHCID 66827—
EduktPotassium FluorideHCID 522689—
Katalysatorpalladium(II) acetateHCID 167845—
Katalysator2-(Di-tert-butylphosphino)biphenylHCID 2734215—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-MethoxybiphenylHCID 1194396%

Reaktionsschritte

An oven dried resealable Schlenk tube was evacuated and backfilled with argon and charged with palladium acetate (2.2 mg, 0.01 mmol, 1.0 mol %), 2-(di-tert-butylphosphino)biphenyl (6.0 mg, 0.020 mmol, 2.0 mol %), phenylboronic acid (183 mg, 1.5 mmol), and potassium fluoride (174 mg, 3.0 mmol). The tube was evacuated and backfilled with argon, and THF (1 mL) and 4-chloroanisole (0.123 mL, 1.0 mmol) were added through a rubber septum. The tube was sealed with a teflon screwcap, and the reaction mixture was stirred at room temperature until the starting aryl chloride had been completely consumed as judged by GC analysis. The reaction mixture was then diluted with ether (30 mL), filtered through celite, and concentrated. The crude material was purified by flash chromatography on silica gel to afford 176 mg (96%) of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07560582B2
Quelldatensatzuspto-grants-2009_07
ORD IDord-91add83291a24708ac9bef36a53b679f
Quellennotizuspto-grants-2009_07