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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1650287Erstellt: 26. Oktober 2026

Imidazole → 1-Benzyl-3-t-butyldimethylsilyloxymethylpyrrolidine

https://huagongshe.com/reaction/1650287

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktImidazoleHCID 795—
EduktWaterHCID 962—
Edukttert-Butyldimethylsilyl chlorideHCID 28928—
Edukt(1-Benzylpyrrolidin-3-yl)methanolHCID 5176654—
LösungsmittelDimethylformamideHCID 6228—
Produkt1-Benzyl-3-t-butyldimethylsilyloxymethylpyrrolidineHCID 1991492786,7%

Reaktionsschritte

Imidazole (30.0 g) was added to a solution of 1-benzyl-3-hydroxymethylpyrrolidine (43.45 g) and t-butyldimethylsilyl chloride (48.5 g) in dimethylformamide(150 ml) under ice-cooling. The mixture was stirred at the same temperature for 2 hours and at ambient temperature for 15 hours. The mixture was poured into water (600 ml), extracted twice with ethyl acetate (200 ml and 100 ml), dried over magnesium sulfate and evaporated under reduced pressure to give a syrup. The syrup was subjected to a column chromatography on silica gel (500 g) and eluted with a mixture of methanol and dichloromethane (5:95 V/V) to give 1-benzyl-3-t-butyldimethylsilyloxymethylpyrrolidine (60.15 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04923857
Quelldatensatzuspto-grants-1990_05
ORD IDord-b1b110a41d2545c9b1e7640b3290c306
Quellennotizuspto-grants-1990_05