HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 920284Erstellt: 25. Oktober 2026
Aluminium lithium hydride → 5-(Hydroxymethyl)-2-((5-(trifluoromethyl)pyridin-2-yl)oxy)benzonitrile
https://huagongshe.com/reaction/920284
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Aluminium lithium hydride | HCID 21226445 | — |
| Edukt | 3-Cyano-4-(5-trifluoromethyl-pyridin-2-yloxy)-benzoic acid methyl ester | HCID 66825341 | — |
| Katalysator | Water | HCID 962 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 5-(Hydroxymethyl)-2-((5-(trifluoromethyl)pyridin-2-yl)oxy)benzonitrile | HCID 66825657 | 60,7% |
Reaktionsschritte
To a solution of 3-cyano-4-(5-trifluoromethyl-pyridin-2-yloxy)-benzoic acid methyl ester (23 g, 0.070 mol) in anhydrous THF (200 mL), was added LiAlH4 (4.07 g, 0.11 mmol) portionwise at −78° C. The reaction mixture was warmed to −55° C. slowly and stirred for 20 mins, diluted with water (3 mL 0.16 mmol, slow addition), filtered and concentrated. Purification via FC (PE/EtOAc=10/1 to 5/1) afforded the title product as a colorless oil (12.5 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09273054B2 |
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| Quelldatensatz | uspto-grants-2016_03 |
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| ORD ID | ord-fde3559987d24f0fb0278193cb60faaf |
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| Quellennotiz | uspto-grants-2016_03 |
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