HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 402829Erstellt: 26. Oktober 2026
Toluene → (3,5-Dicyclopropyl-4-(trifluoromethoxy)phenyl)methanol
https://huagongshe.com/reaction/402829
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Toluene | HCID 1140 | — |
| Edukt | Diisobutylaluminum hydride | HCID 14487 | — |
| Edukt | Methyl 3,5-dicyclopropyl-4-(trifluoromethoxy)benzoate | HCID 66764880 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (3,5-Dicyclopropyl-4-(trifluoromethoxy)phenyl)methanol | HCID 66765168 | 80,9% |
Reaktionsschritte
Methyl 3,5-dicyclopropyl-4-(trifluoromethoxy)benzoate (259 mg, 0.863 mmol) was dissolved in DCM (8.6 mL) and the mixture was cooled to 0° C. DIBAL in toluene (1.73 mL, 1.73 mmol) was added and the reaction mixture was allowed to warm to room temperature and stirred for 2 hours. The reaction mixture was quenched with the addition of 3N HCl and water. The mixture was stirred vigorously for 30 minutes and extracted with DCM. The combined organic extracts were washed with brine, dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel chromatography (0-30% EtOAc/hexanes) to yield the title compound as a clear oil (190 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-88b86bf79aa641d89be6afeb24424d9f |
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| Quellennotiz | uspto-grants-2014_06 |
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