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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 20984Erstellt: 23. Oktober 2026

Imidazole → 5-(tert-Butyldimethylsilyloxy)-1H-indole

https://huagongshe.com/de/reaction/20984

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktImidazoleHCID 795—
Edukt5-HydroxyindoleHCID 16054—
Edukttert-Butyldimethylsilyl chlorideHCID 28928—
EduktSodium BicarbonateHCID 516892—
LösungsmittelDimethylformamideHCID 6228—
Produkt5-(tert-Butyldimethylsilyloxy)-1H-indoleHCID 22250817133,1%

Reaktionsschritte

5-Hydroxyindole (209 mg, 1.57 mmol) was dissolved in DMF (6 mL), and the solution was added with imidazole (132 mg, 1.93 mmol) and tert-butyldimethylsilyl chloride (333 mg, 2.21 mmol) at 0° C. followed by stirring at room temperature for 3.5 hours. The reaction mixture was added with saturated aqueous sodium hydrogencarbonate solution at 0° C. and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated to obtain 5-(tert-butyldimethylsilyloxy)indole (517 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07745641B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-1f3d8217c1964a0ebeb2119a90db494a
Quellennotizuspto-grants-2010_06