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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 414613Erstellt: 25. Oktober 2026

Hydrogen Peroxide → 4-Methoxy-2,6-dimethyl-1,1'-biphenyl

https://huagongshe.com/reaction/414613

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrogen PeroxideHCID 784—
EduktWaterHCID 962—
EduktTolueneHCID 1140—
EduktPhenyl dihydrogen orthoborateHCID 78412—
Edukt4-Bromo-2,6-dimethylanisoleHCID 278654—
KatalysatorTetrakis(triphenylphosphine)palladiumHCID 11979704—
LösungsmittelEthanolHCID 702—
LösungsmittelSodium CarbonateHCID 10340—
Produkt4-Methoxy-2,6-dimethyl-1,1'-biphenylHCID 13543014—

Reaktionsbedingungen

Temperatur25 °C

Reaktionsschritte

To a mixture of 2,6-dimethyl-4-bromoanisole (4.14 g) and tetrakis (triphenylphosphine) palladium (0.69 g) in toluene (40 ml) and 2.0 molar aqueous sodium carbonate (20 ml) was added phenylboric acid (2. 7 g) in ethanol (10 ml). The reaction was heated at reflux for 16 hours, at which time a solution of phenylboric acid (1.0 g) in ethanol (3 ml) was added. The reaction was heated at reflux for a further 6 hours and then cooled to 25° C., and 30% hydrogen peroxide (1.0 ml) was added. The mixture was stirred for one hour, then poured into water and extracted with ether. The organic phase was dried and evaporated and the residue was chromatographed on silica gel, eluting with 9:1 hexane either, so as to afford 2,6-dimethyl-4-methoxybiphenyl.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04792570
Quelldatensatzuspto-grants-1988_12
ORD IDord-6f15d887dd234096acc310fa9d4ca08d
Quellennotizuspto-grants-1988_12