HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 400382Erstellt: 24. Oktober 2026
Cesium fluoride → 2-(4'-Chloro-4-ethyl-2'-methylbiphen-3-yl)-4,4-dimethyl-cyclohexane-1,3-dione
https://huagongshe.com/de/reaction/400382
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Cesium fluoride | HCID 25953 | — |
| Edukt | (4-Chloro-2-methylphenyl)boronic acid | HCID 5017600 | — |
| Edukt | 2-(5-Bromo-2-ethylphenyl)-4,4-dimethylcyclohexane-1,3-dione | HCID 66870121 | — |
| Katalysator | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Lösungsmittel | 1,2-Dimethoxyethane | HCID 8071 | — |
| Produkt | 2-(4'-Chloro-4-ethyl-2'-methylbiphen-3-yl)-4,4-dimethyl-cyclohexane-1,3-dione | HCID 123715133 | — |
Reaktionsschritte
A mixture of 2-(5-bromo-2-ethylphenyl)-4,4-dimethylcyclohexane-1,3-dione (0.194 g, 0.6 mmol), 2-methyl-4-chloro-phenylboronic acid (0.153 g, 0.9 mmol), [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (complex with dichloromethane 1:1) (80 mg, 0.098 mmol) and cesium fluoride (0.608 g, 4 mmol) are stirred together in 1,2-dimethoxyethane (4 ml) and the reaction mixture is heated at 80° C. overnight. The warm reaction mixture is filtered, washing the filter cake with 9:1 dichloromethane:methanol. The mixture is concentrated under reduced pressure and the residue is purified by column chromatography on silica gel to give 2-(4′-chloro-4-ethyl-2′-methylbiphen-3-yl)-4,4-dimethyl-cyclohexane-1,3-dione.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08741806B2 |
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| Quelldatensatz | uspto-grants-2014_06 |
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| ORD ID | ord-2b6c5141eef649918800f0a6fff9105f |
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| Quellennotiz | uspto-grants-2014_06 |
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