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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2247639Erstellt: 23. Oktober 2026

Triethylamine → 5-({[t-Butyl(dimethyl)silyl]oxy}methyl)-2-furonitrile

https://huagongshe.com/de/reaction/2247639

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
EduktDicyclohexylcarbodiimideHCID 10868—
EduktHydroxyamine hydrochlorideHCID 443297—
Edukt5-({[t-Butyl(dimethyl)silyl]oxy}methyl)-2-furaldehydeHCID 10999135—
Produkt5-({[t-Butyl(dimethyl)silyl]oxy}methyl)-2-furonitrileHCID 68522802—

Reaktionsschritte

The crude product of the title compound was synthesized by conducting the similar reaction to that mentioned in Example 1 (1c) using 5-({[t-butyl(dimethyl)silyl]oxy}methyl)-2-furaldehyde (9.1 g, 38 mmol) [reference literature: Tetrahedron, vol. 50 (23), 6767 (1994)], hydroxylamine hydrochloride (2.9 g, 42 mmol), triethylamine (11 ml, 76 mmol) and N,N′-dicyclohexylcarbodiimide (8.6 g, 42 mmol). Subsequently, the crude product of the title compound thus obtained was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (1:9) as the eluent to afford the title compound (7.5 g) in a yield of 84% as a colourless oily product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07687491B2
Quelldatensatzuspto-grants-2010_03
ORD IDord-524ee479aa0640b28b520bf7f6768ca2
Quellennotizuspto-grants-2010_03