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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 269522Erstellt: 26. Oktober 2026

1,2-Dibromobenzene → 2'-Bromobiphenyl-3-carboxylic acid ethyl ester

https://huagongshe.com/reaction/269522

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DibromobenzeneHCID 11414—
EduktPotassium CarbonateHCID 11430—
Edukt(3-Ethoxycarbonylphenyl)boronic acidHCID 3249312—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
Lösungsmittel2-Methylphenethyl alcoholHCID 88267—
Produkt2'-Bromobiphenyl-3-carboxylic acid ethyl esterHCID 5873098167,8%

Reaktionsschritte

A mixture of 1,2-dibromobenzene (0.63 ml, 5.2 mmol), (3-ethoxycarbonylphenyl)boronic acid (506 mg, 2.6 mmol), tetrakis(triphenylphosphine)palladium(0) (640 mg, 0.6 mmol) and potassium carbonate (2.879 g, 20.9 mmol) was heated in toluene-ethanol (1:1, 10 ml at 90° C. for 3 hours. Upon cooling, the mixture was diluted with ethyl acetate and water. The layers were separated and the aqueous phase was extracted with ethyl acetate. The combined extracts were dried (Na2SO4), filtered and concentrated. The residue was purified by chromatography using Biotage with iso-hexane containing a gradient of DCM (2-15%) to yield the title compound (538 mg, 34%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07446222B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-f00d8cdedfc244c2b1157fa02a493e53
Quellennotizuspto-grants-2008_11