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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 2-Ethylimidazole | HCID 66130 | — |
| Edukt | L-Proline | HCID 145742 | — |
| Edukt | 5-Iodo-4'-methyl-biphenyl-3-carboxylic acid methyl ester | HCID 57851588 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Produkt | 5-(2-Ethyl-imidazol-1-yl)-4'-methyl-biphenyl-3-carboxylic acid methyl ester | HCID 57749784 | 41,1% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07858654B2 |
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| Quelldatensatz | uspto-grants-2010_12 |
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| ORD ID | ord-bc593a306fe144cca858b835c84bb9c7 |
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| Quellennotiz | uspto-grants-2010_12 |
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