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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 497075Erstellt: 25. Oktober 2026

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

https://huagongshe.com/reaction/497075

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktImidazoleHCID 795—
Edukttert-Butyldimethylsilyl chlorideHCID 28928—
Edukt(R)-(-)-5-(Hydroxymethyl)-2-pyrrolidinoneHCID 7128291—
LösungsmittelDichloromethaneHCID 6344—
Produkt(R)-5-(((tert-Butyldimethylsilyl)oxy)methyl)pyrrolidin-2-oneHCID 13771167115,1%

Reaktionsschritte

Imidazole (5.24 g, 77 mmols) was added to a CH2Cl2 (85 ml) solution of (5R)-5-(hydroxymethyl)-2-pyrrolidinone (4.03 g, 35 mmols). Then, during cooling with ice, a CH2Cl2 (15 ml) solution of tert-butyldimethylsilyl chloride (4.53 g, 30 mmols) was added, and the mixture was stirred for 15 hours at room temperature. The solvent was distilled off under reduced pressure, and then the residue was subjected to silica gel column chromatography (SiO2 300 g, MeOH—CHCl3 5:95 v/v) to obtain (5R)-5-[(tert-butyldimethylsilyloxy)methyl]pyrrolidin-2-one (7.92 g, 98.7%):

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06949553B2
Quelldatensatzuspto-grants-2005_09
ORD IDord-15a1ecbc71dc4a95a037f2d5cec9f155
Quellennotizuspto-grants-2005_09