HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 402828Erstellt: 24. Oktober 2026
Toluene → Methyl 3,5-dicyclopropyl-4-(trifluoromethoxy)benzoate
https://huagongshe.com/de/reaction/402828
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Toluene | HCID 1140 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | Potassium cyclopropyltrifluoroborate | HCID 23697338 | — |
| Edukt | Methyl 3,5-dibromo-4-(trifluoromethoxy)benzoate | HCID 66764920 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Katalysator | Bis(adamantan-1-yl)(butyl)phosphane | HCID 11371790 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | Methyl 3,5-dicyclopropyl-4-(trifluoromethoxy)benzoate | HCID 66764880 | — |
Reaktionsschritte
To methyl 3,5-dibromo-4-(trifluoromethoxy)benzoate (500 mg, 1.32 mmol), Cs2CO3 (2586 mg, 7.94 mmol), Pd(OAc)2 (11.9 mg, 0.053 mmol), potassium cyclopropyltrifluoroborate (470 mg, 3.18 mmol) and di(1-adamantyl)-n-butylphosphine (28.5 mg, 0.079 mmol) was added toluene (12 mL) and water (1.2 mL). The reaction mixture was heated to 100° C. overnight. The reaction mixture was cooled to room temperature, diluted with water, extracted with DCM and evaporated in vacuo. The residue was purified by silica gel chromatography (0-20% EtOAc/hexanes) to yield the title compound (259 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08742110B2 |
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| Quelldatensatz | uspto-grants-2014_06 |
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| ORD ID | ord-7fd07df0264a410eac9a56bdedf98093 |
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| Quellennotiz | uspto-grants-2014_06 |
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