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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1161074Erstellt: 25. Oktober 2026

Tetrahydrofuran → 3-[(4-Hydroxymethyl-phenyl)-methoxy-methyl]-benzonitrile

https://huagongshe.com/reaction/1161074

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetrahydrofuranHCID 8028—
EduktTetrabutylammonium FluorideHCID 2724141—
Edukt3-[Methoxy-(4-triisopropylsilanyloxymethyl-phenyl)-methyl]-benzonitrileHCID 66699563—
LösungsmittelWaterHCID 962—
Produkt3-[(4-Hydroxymethyl-phenyl)-methoxy-methyl]-benzonitrileHCID 5743835376%

Reaktionsschritte

A solution of 3-[methoxy-(4-triisopropylsilanyloxymethyl-phenyl)-methyl]-benzonitrile (0.4 g, 0.976 mmol), tetrahydrofuran (10 mL) and a 1M tetrahydrofuran solution of tetrabutylammonium fluoride (1.2 mL, 1.2 mmol) is stirred at room temperature 18 hr. The mixture is diluted with water (100 mL) and extracted with ethyl acetate (2×50 mL) and the combined extracts are concentrated. The residue is purified via silica chromatography eluting with hexanes to 1:1 hexanes:ethyl acetate to give the title compound (188 mg, 76%) as a colorless oil. LCMS M+1 254.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07816523B2
Quelldatensatzuspto-grants-2010_10
ORD IDord-d6505e0ac6bb44fc95738f56b835ed9e
Quellennotizuspto-grants-2010_10