HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 336236Erstellt: 23. Oktober 2026
Potassium Carbonate → Methyl 2'-methyl-2-nitro-1,1'-biphenyl-4-carboxylate
https://huagongshe.com/de/reaction/336236
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 2-Methylphenyl boronic acid | HCID 2733267 | — |
| Edukt | Methyl 4-bromo-3-nitrobenzoate | HCID 2736829 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | Methyl 2'-methyl-2-nitro-1,1'-biphenyl-4-carboxylate | HCID 59606541 | 79,9% |
Reaktionsschritte
A suspension of methyl 4-bromo-3-nitrobenzoate (Chess 1687; 3 g; 11.53 mmol; 1 eq.), o-tolylboronic acid (Aldrich 393606; 1.88 g; 13.84 mmol; 1.2 eq.), potassium carbonate (7.97 g, 57.68 mmol, 5 eq.) and tetrakis(triphenylphosphine)palladium(0) (668.2 mg, 0.577 mmol, 0.05 eq.) in toluene (15 mL) and water (15 mL) was stirred at 120° C. for 14 hours. The resulting mixture was allowed to return to room temperature and the two phases were separated. The organic layer was concentrated in vacuo and purified by column chromatography (c-hexane) to afford the title compound (2.5 g, 79%) as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08889668B2 |
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| Quelldatensatz | uspto-grants-2014_11 |
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| ORD ID | ord-4622f46388114386990033ed569a94cf |
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| Quellennotiz | uspto-grants-2014_11 |
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