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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1610796Erstellt: 26. Oktober 2026

Water → 2-(3{[tert-Butyl(dimethyl)silyl]oxy}propyl)-1H-benzimidazole

https://huagongshe.com/reaction/1610796

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktTriethylamineHCID 8471—
Edukttert-Butyldimethylsilyl chlorideHCID 28928—
Edukt2-BenzimidazolepropanolHCID 75470—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-(3{[tert-Butyl(dimethyl)silyl]oxy}propyl)-1H-benzimidazoleHCID 6959196297,2%

Reaktionsschritte

To this end, tert-butyldimethylsilyl chloride (TBDMSCI) (14.68 g, 97.37 mmol) was added a little at a time to a solution of 2-(3-hydroxypropyl)-benzimidazole (15.60 g, 88.52 mmol) in DMF (265 ml) and triethylamine (20.27 ml, 145.41 mmol). The mixture was stirred at RT overnight and then admixed with water (800 ml) and extracted with diethyl ether. The organic phase was dried over sodium sulphate and chromatographed over silica gel (mobile phase: cyclohexane/ethyl acetate=6:1), giving 25 g (97%) of colourless crystals. MS (DCI): 291 (M+H)+

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06984642B1
Quelldatensatzuspto-grants-2006_01
ORD IDord-fcb477d18a744f849491a493dcf7f30a
Quellennotizuspto-grants-2006_01