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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 873155Erstellt: 25. Oktober 2026

Water → 5-(Hydroxymethyl)-2-((5-(trifluoromethyl)pyridin-2-yl)oxy)benzonitrile

https://huagongshe.com/reaction/873155

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt3-Cyano-4-(5-trifluoromethyl-pyridin-2-yloxy)-benzoic acid methyl esterHCID 66825341—
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 portionwise LiAH4 (4.07 g, 0.11 mmol) 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 column chromatography on silica gel (petroleum ether/ethyl acetate=10/1 to 5/1) afforded the title product (12.5 g) as a colorless oil.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08975400B2
Quelldatensatzuspto-grants-2015_03
ORD IDord-28c78198c3a1494990df4dcdf419d8bc
Quellennotizuspto-grants-2015_03