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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 377045Erstellt: 24. Oktober 2026

Hexane → 2',4',6'-Trimethyl-3-nitro-biphenyl-2-carboxylic acid methyl ester

https://huagongshe.com/de/reaction/377045

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHexaneHCID 8058—
EduktEthyl AcetateHCID 8857—
EduktCesium fluorideHCID 25953—
EduktMethyl 2-Bromo-5-nitrobenzoateHCID 245494—
Edukt2,4,6-Trimethylbenzeneboronic acidHCID 292184—
KatalysatorHCID 178418397HCID 178418397—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt2',4',6'-Trimethyl-3-nitro-biphenyl-2-carboxylic acid methyl esterHCID 53856335—

Reaktionsschritte

Under a nitrogen atmosphere in 20 ml of anhydrous dimethoxyethane (DME) was combined 1.44 g (5.54 mmol) of methyl 2-bromo-5-nitrobenzoate 1.68 g (11.1 mmol) of cesium fluoride and 192 mg of tetrakis(triphenylphosphine)palladium(0). The reaction was stirred for 5 minutes, at which point 1.00 g (6.09) of mesitylboronic acid was added. The solution was heated to reflux for 20 hours, and was then cooled and fractionated on silica gel using 6:1 hexane: ethyl acetate (EtOAc) to afford, after concentration in vacuo and refractionation using toluene, 5.65 g (54%) of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06022978
Quelldatensatzuspto-grants-2000_02
ORD IDord-43ad98a996a64243884dad4eee8f09b5
Quellennotizuspto-grants-2000_02