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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 222448Erstellt: 24. Oktober 2026

Imidazole → (R)-5-(((tert-Butyldimethylsilyl)oxy)methyl)pyrrolidin-2-one

https://huagongshe.com/de/reaction/222448

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktImidazoleHCID 795—
EduktEthyl AcetateHCID 8857—
Edukttert-Butyldimethylsilyl chlorideHCID 28928—
Edukt(R)-(-)-5-(Hydroxymethyl)-2-pyrrolidinoneHCID 7128291—
LösungsmittelDimethylformamideHCID 6228—
LösungsmittelHexaneHCID 8058—
Produkt(R)-5-(((tert-Butyldimethylsilyl)oxy)methyl)pyrrolidin-2-oneHCID 13771167107,5%

Reaktionsschritte

Under atmosphere of argon, a solution of (5R)-5-hydroxymethylpyrollidin-2-one (10 g) and imidazole (8.8 g) in dry dimethylformamide (50 mL) was added by a solution of t-butyldimethylsilyl chloride (15.6 g) in dry dimethylformamide (50 mL) at room temperature, and the mixture was stirred for 5 hours. To the mixture, a mixed solvent of ethyl acetate and hexane was added. The diluted solution was washed with water and brine successively, dried over an anhydrous sodium sulfate, concentrated under reduced pressure to give the title compound (21.41 g) having the following physical data.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08207223B2
Quelldatensatzuspto-grants-2012_06
ORD IDord-a03349e921f9436080d515cb9d94a4c2
Quellennotizuspto-grants-2012_06