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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2266741Erstellt: 25. Oktober 2026

Potassium Carbonate → 5-(2-Ethyl-imidazol-1-yl)-4'-methyl-biphenyl-3-carboxylic acid methyl ester

https://huagongshe.com/reaction/2266741

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt2-EthylimidazoleHCID 66130—
EduktL-ProlineHCID 145742—
Edukt5-Iodo-4'-methyl-biphenyl-3-carboxylic acid methyl esterHCID 57851588—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt5-(2-Ethyl-imidazol-1-yl)-4'-methyl-biphenyl-3-carboxylic acid methyl esterHCID 5774978441,1%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

A mixture of 5-iodo-4′-methyl-biphenyl-3-carboxylic acid methyl ester (2.0 g, 5.7 mmol), 2-ethyl-imidazole (1.1 g, 11.4 mmol), (L)-proline (0.26 g, 2.28 mmol), CuI (0.22 g, 1.14 mmol) and K2CO3 (1.57 g, 11.4 mmol) in DMSO (30 mL) was flushed with N2, then heated to 100° C. overnight. After cooling to room temperature, the reaction mixture was extracted with EtOAc. The combined organic layers were separated, washed with water, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by flash chromatography to afford 5-(2-ethyl-imidazol-1-yl)-4′-methyl-biphenyl-3-carboxylic acid methyl ester as a white solid (750 mg, 41.1%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07858654B2
Quelldatensatzuspto-grants-2010_12
ORD IDord-bc593a306fe144cca858b835c84bb9c7
Quellennotizuspto-grants-2010_12