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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 269526Erstellt: 25. Oktober 2026

1,2-Dibromobenzene → 5-Amino-2'-bromobiphenyl-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/269526

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DibromobenzeneHCID 11414—
EduktPotassium CarbonateHCID 11430—
Edukt(3-Amino-5-(methoxycarbonyl)phenyl)boronic acidHCID 2737799—
EduktToluene ethanolHCID 21863594—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
LösungsmittelDiethyl EtherHCID 3283—
Produkt5-Amino-2'-bromobiphenyl-3-carboxylic acid methyl esterHCID 6931071976%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

A mixture of (3-amino-5-methoxycarbonylphenyl)boronic acid (1.02 g, 5.23 mmol), 1,2-dibromobenzene (2.47 g, 10.46 mmol), potassium carbonate (5.52 g, 40 mmol) and tetrakis(triphenylphosphine)palladium(0) (606 mg, 0.523 mmol) in 1:1 toluene/ethanol (30 ml) was stirred and heated at 90° C. under nitrogen for 2 hours. After cooling the mixture was diluted with diethyl ether and water and the organic phase dried (MgSO4) and evaporated to dryness. The residue was purified using Biotage with ethyl acetate/iso-hexane (3:17) to yield the title compound as a colourless gum (1.21 g, 76%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07446222B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-c184d1913744492f993b42022b19c865
Quellennotizuspto-grants-2008_11