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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 269523Erstellt: 26. Oktober 2026

Potassium Carbonate → 2-Benzyloxy-5-chloro-[1,1';2',1'']terphenyl-3''-carboxylic acid ethyl ester

https://huagongshe.com/reaction/269523

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt2-Benzyloxy-5-chlorobenzeneboronic acidHCID 4198740—
Edukt2'-Bromobiphenyl-3-carboxylic acid ethyl esterHCID 58730981—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
LösungsmittelEthyl AcetateHCID 8857—
Lösungsmittel2-Methylphenethyl alcoholHCID 88267—
Produkt2-Benzyloxy-5-chloro-[1,1';2',1'']terphenyl-3''-carboxylic acid ethyl esterHCID 5873097847,4%

Reaktionsschritte

2′-Bromo-biphenyl-3-carboxylic acid ethyl ester (157 mg, 0.5 mmol), 2-benzyloxy-5-chloro-phenylboronic acid (157 mg, 0.6 mmol), tetrakis(triphenylphosphine)palladium(0) (66 mg, 0.06 mmol) and potassium carbonate (568 mg, 4.1 mmol) was heated in toluene-ethanol (1:1, 5 ml) at 90° C. for 4.5 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 ethyl acetate (1-5%) to yield the title compound (105 mg, 46%) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07446222B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-60e16d8cf406481789be8f046a7f0704
Quellennotizuspto-grants-2008_11