HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 269526Erstellt: 25. Oktober 2026
1,2-Dibromobenzene → 5-Amino-2'-bromobiphenyl-3-carboxylic acid methyl ester
https://huagongshe.com/reaction/269526
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | 1,2-Dibromobenzene | HCID 11414 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | (3-Amino-5-(methoxycarbonyl)phenyl)boronic acid | HCID 2737799 | — |
| Edukt | Toluene ethanol | HCID 21863594 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Produkt | 5-Amino-2'-bromobiphenyl-3-carboxylic acid methyl ester | HCID 69310719 | 76% |
Reaktionsschritte
A mixture of (3-amino-5-methoxycarbonylphenyl)boronic acid (1.02 g, 5.23 mmol), 1,2-dibromobenzene (2.47 g, 10.46 mmol), potassium carbonate (5.52 g, 40 mmol) and tetrakis(triphenylphosphine)palladium(0) (606 mg, 0.523 mmol) in 1:1 toluene/ethanol (30 ml) was stirred and heated at 90° C. under nitrogen for 2 hours. After cooling the mixture was diluted with diethyl ether and water and the organic phase dried (MgSO4) and evaporated to dryness. The residue was purified using Biotage with ethyl acetate/iso-hexane (3:17) to yield the title compound as a colourless gum (1.21 g, 76%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07446222B2 |
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| Quelldatensatz | uspto-grants-2008_11 |
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| ORD ID | ord-c184d1913744492f993b42022b19c865 |
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| Quellennotiz | uspto-grants-2008_11 |
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