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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

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAluminium lithium hydrideHCID 21226445—
Edukt3-Cyano-4-(5-trifluoromethyl-pyridin-2-yloxy)-benzoic acid methyl esterHCID 66825341—
KatalysatorWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-(Hydroxymethyl)-2-((5-(trifluoromethyl)pyridin-2-yl)oxy)benzonitrileHCID 6682565760,7%

Reaktionsbedingungen

Temperatur-55 °C

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09273054B2
Quelldatensatzuspto-grants-2016_03
ORD IDord-fde3559987d24f0fb0278193cb60faaf
Quellennotizuspto-grants-2016_03