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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 273377Erstellt: 24. Oktober 2026

Ethanol → Ethyl 2',4'-dimethyl[1,1'-biphenyl]-3-carboxylate

https://huagongshe.com/de/reaction/273377

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
EduktCesium carbonateHCID 10796—
EduktEthyl 3-bromobenzoateHCID 90488—
Edukt(2,4-Dimethylphenyl)boronic acidHCID 4198739—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelTolueneHCID 1140—
ProduktEthyl 2',4'-dimethyl[1,1'-biphenyl]-3-carboxylateHCID 23111852104,6%

Reaktionsbedingungen

Temperatur70 °C

Reaktionsschritte

(2,4-Dimethylphenyl)boronic acid (3.0 g, 20.0 mmol), ethyl 3-bromobenzoate (4.3 g, 18.8 mmol) and cesium carbonate (9.8 g, 30.0 mmol) were added to a mixture of ethanol (20 mL) and toluene (80 mL), and after argon substitution, tetrakis(triphenylphosphine)palladium(0) (0.30 g, 0.26 mmol) was added. The reaction mixture was stirred under an argon atmosphere at 70° C. for 18 hrs. The reaction mixture was cooled and insoluble material was filtered off through celite. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:10) to give the title compound (5.0 g, yield 100%) as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07456218B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-a82fda5bbb3f4b1b9fdea821085eb06c
Quellennotizuspto-grants-2008_11