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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 54421Erstellt: 24. Oktober 2026

3,5-Dimethylisoxazole → 2-(3-Methyl-isoxazol-5-yl)-1-(2-tert.butyldimethylsiloxy-phenyl)-ethanone

https://huagongshe.com/reaction/54421

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3,5-DimethylisoxazoleHCID 9312—
EduktAmmonium ChlorideHCID 25517—
EduktMethyl 2-tert.butyldimethylsiloxybenzoateHCID 131719984—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelHexaneHCID 8058—
Produkt2-(3-Methyl-isoxazol-5-yl)-1-(2-tert.butyldimethylsiloxy-phenyl)-ethanoneHCID 13171998350,4%

Reaktionsbedingungen

Temperatur-20 °C

Reaktionsschritte

52 ml of 1N solution of n-butyllithium in hexane were added to a solution of 6 g of 3,5-dimethylisoxazol in 200 ml of tetrahydrofuran at -78° C. After stirring for 1 h 15 g of methyl 2-tert.butyldimethylsiloxybenzoate in 50 ml of tetrahydrofuran were added at the same temperature. The reaction mixture was slowly warmed up to -20° C. A saturated aqueous solution of ammonium chloride was added, the mixture was extracted several times with ethylacetate. The organic phase was separated, washed with water and dried over magnesium sulfate. Chromatography on silica gel with heptane/ethylacetate gave 9.4 g of the product.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05622953
Quelldatensatzuspto-grants-1997_04
ORD IDord-a7602e0c89e6449eacff8936f61394cd
Quellennotizuspto-grants-1997_04