HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 238070Erstellt: 25. Oktober 2026
Ethanol → Methyl 5'-fluoro-2'-nitrobiphenyl-2-carboxylate
https://huagongshe.com/reaction/238070
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ethanol | HCID 702 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 2-Bromo-4-fluoro-1-nitrobenzene | HCID 2756993 | — |
| Edukt | 2-(Methoxycarbonyl)benzeneboronic acid | HCID 2773496 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Katalysator | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | Methyl 5'-fluoro-2'-nitrobiphenyl-2-carboxylate | HCID 67296936 | 56,9% |
Reaktionsschritte
To a microwave vessel was added 2-(methoxycarbonyl)phenylboronic acid (63.4 mg, 0.352 mmol), 2-bromo-4-fluoro-1-nitrobenzene (77 mg, 0.35 mmol), diacetoxypalladium (0.93 mg, 4.1 mmol) and dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine (3.47 mg, 8.45 μmol). Ethanol (1760 μl) and sodium carbonate (176 μl, 0.352 mmol) were added and the mixture was reacted in a microwave reactor at 100° C. for 30 min. The reaction mixture was diluted with dichloromethane, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by preparative thin layer chromatography (eluant: 9:1 hexane/ethyl acetate) to provide methyl 5′-fluoro-2′-nitrobiphenyl-2-carboxylate (37a, 54.8 mg, 0.199 mmol, 56.6% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08642538B2 |
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| Quelldatensatz | uspto-grants-2014_02 |
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| ORD ID | ord-22c50defc4af4bc28e5d4aa5c8b43360 |
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| Quellennotiz | uspto-grants-2014_02 |
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