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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 269564Erstellt: 25. Oktober 2026

Potassium Carbonate → Methyl 4-amino-2'-bromo-2-biphenylcarboxylate

https://huagongshe.com/reaction/269564

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
EduktMethyl 5-amino-2-bromobenzoateHCID 245495—
Edukt(2-Bromophenyl)boronic acidHCID 2773294—
EduktToluene ethanolHCID 21863594—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
LösungsmittelDiethyl EtherHCID 3283—
ProduktMethyl 4-amino-2'-bromo-2-biphenylcarboxylateHCID 58730987—

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

A mixture of 2-bromophenyl boronic acid (600 mg, 3.0 mmol), methyl 5-amino-2-bromobenzoate (1.5 g, 6.5 mmol), potassium carbonate (2.07 g, 15 mmol) and tetrakis(triphenylphosphine)palladium (0) (345 mg, 5 mol %) in 1:1 toluene/ethanol (20 ml) was stirred and heated at 90° C. under nitrogen for 12 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 chromatographed with dichloromethane/iso-hexane (1:2->1:1) to yield the title compound as a pale yellow gum. (682 mg, 74%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07446222B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-273f753770b94019aec781ec869b4b74
Quellennotizuspto-grants-2008_11