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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 269537Erstellt: 25. Oktober 2026

Ethanol → 2-Benzyloxy-[1,1';2',1'']terphenyl-3''-carboxylic acid ethyl ester

https://huagongshe.com/reaction/269537

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
EduktPotassium CarbonateHCID 11430—
Edukt(2-(Benzyloxy)phenyl)boronic acidHCID 2773253—
Edukt2'-Bromobiphenyl-3-carboxylic acid ethyl esterHCID 58730981—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelTolueneHCID 1140—
Produkt2-Benzyloxy-[1,1';2',1'']terphenyl-3''-carboxylic acid ethyl esterHCID 5873099541%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

2′-Bromobiphenyl-3-carboxylic acid ethyl ester (153 mg, 0.5 mmol) and 2-benzyloxyphenylboronic acid (125 mg (0.55 mmol) were dissolved in 1:1 toluene:ethanol (5 ml) under nitrogen. Potassium carbonate (552 mg, 4 mmol) and tetrakis(triphenylphosphine)palladium(0) (58 mg, 0.05 mmol) were added and the mixture heated at 90° C. for 3 h. After cooling, the solvent was evaporated. The residue was partitioned between diethyl ether and water and the organic phase washed with water, dried (MgSO4) and the solvent removed in vacuo. The residue was flash chromatographed (silica gel, 2-10% EtOAc-isohexane) to give the title compound as a clear oil (84 mg, 41%). LC/MS Rt=4.09 [(M−OEt)H+]=363.1.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07446222B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-3b5e8a42ac9e4fa988a54bd09ce21266
Quellennotizuspto-grants-2008_11