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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1888717Erstellt: 27. Oktober 2026

Imidazole → 1-(5-{[Tert-butyl(dimethyl)silyl]oxy}-1-benzofuran-2-yl)ethanone

https://huagongshe.com/reaction/1888717

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktImidazoleHCID 795—
Edukttert-Butyldimethylsilyl chlorideHCID 28928—
Edukt1-(5-Hydroxy-1-benzofuran-2-yl)ethanoneHCID 3237877—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelSodium chloride; waterHCID 57417360—
Produkt1-(5-{[Tert-butyl(dimethyl)silyl]oxy}-1-benzofuran-2-yl)ethanoneHCID 5804749898%

Reaktionsschritte

To a solution of 1-(5-hydroxy-1-benzofuran-2-yl)ethanone (1.15 g, 6.53 mmol) in DMF (10 mL) were added tert-butyldimethylchlorosilane (1.07 g, 7.18 mmol) and imidazole (666 mg, 9.80 mmol), and the mixture was stirred at room temperature overnight. To the reaction mixture was added brine, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=19:1 to 7:3) to give the title compound (1.76 g, yield 98%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08501804B2
Quelldatensatzuspto-grants-2013_08
ORD IDord-e75679760d1d4a34b75322d4fa669360
Quellennotizuspto-grants-2013_08