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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 72198Erstellt: 24. Oktober 2026

Water → 4-Amino-4'-chlorobiphenyl-3-carboxylic acid methyl ester

https://huagongshe.com/de/reaction/72198

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktEthyl AcetateHCID 8857—
Edukt4-Chlorophenylboronic acidHCID 74299—
EduktMethyl 2-amino-5-bromobenzoateHCID 736224—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelEthanolHCID 702—
LösungsmittelTolueneHCID 1140—
LösungsmittelSodium CarbonateHCID 10340—
Produkt4-Amino-4'-chlorobiphenyl-3-carboxylic acid methyl esterHCID 68979692—

Reaktionsschritte

A solution of 2-amino-5-bromobenzoic acid methyl ester (460.1 mg) in degassed toluene was mixed with tetrakis(triphenylphosphine)palladium (0) (62.4 mg) and stirred at room temperature for 10 min. Then 4-chlorophenylboronic acid (344 mg) in ethanol (0.76 mL) and 2 M sodium carbonate solution (1.34 mL) were added, and the reaction mixture was heated at 100° C. overnight. The reaction was then mixed with ethyl acetate and water. The aqueous phase was extracted several times with ethyl acetate. The combined organic phases were dried over sodium sulfate and concentrated. The crude product was purified by preparative HPLC. The product with the molecular weight of 261.71 (C14H12ClNO2) was obtained in this way; MS (ESI): 262 (M+H+).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08828991B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-d0fe431e8771484abd3fc46fec128397
Quellennotizuspto-grants-2014_09