HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 269537Erstellt: 25. Oktober 2026
Ethanol → 2-Benzyloxy-[1,1';2',1'']terphenyl-3''-carboxylic acid ethyl ester
https://huagongshe.com/reaction/269537
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ethanol | HCID 702 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | (2-(Benzyloxy)phenyl)boronic acid | HCID 2773253 | — |
| Edukt | 2'-Bromobiphenyl-3-carboxylic acid ethyl ester | HCID 58730981 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 2-Benzyloxy-[1,1';2',1'']terphenyl-3''-carboxylic acid ethyl ester | HCID 58730995 | 41% |
Reaktionsschritte
2′-Bromobiphenyl-3-carboxylic acid ethyl ester (153 mg, 0.5 mmol) and 2-benzyloxyphenylboronic acid (125 mg (0.55 mmol) were dissolved in 1:1 toluene:ethanol (5 ml) under nitrogen. Potassium carbonate (552 mg, 4 mmol) and tetrakis(triphenylphosphine)palladium(0) (58 mg, 0.05 mmol) were added and the mixture heated at 90° C. for 3 h. After cooling, the solvent was evaporated. The residue was partitioned between diethyl ether and water and the organic phase washed with water, dried (MgSO4) and the solvent removed in vacuo. The residue was flash chromatographed (silica gel, 2-10% EtOAc-isohexane) to give the title compound as a clear oil (84 mg, 41%). LC/MS Rt=4.09 [(M−OEt)H+]=363.1.
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-3b5e8a42ac9e4fa988a54bd09ce21266 |
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| Quellennotiz | uspto-grants-2008_11 |
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