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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 129508Erstellt: 24. Oktober 2026

Dimethyl Sulfoxide → 1-N-Cbz-3-pyrrolidinone

https://huagongshe.com/de/reaction/129508

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
EduktTriethylamineHCID 8471—
EduktOxalyl chlorideHCID 65578—
EduktBenzyl 3-hydroxypyrrolidine-1-carboxylateHCID 560953—
LösungsmittelWaterHCID 962—
Produkt1-N-Cbz-3-pyrrolidinoneHCID 561203—

Reaktionsschritte

150 ml of oxalic acid chloride was added to 2 liters of dichloromethylene. 245 ml of dimethylsulfoxide was gradually added at -70° to -50° C. in a stream of argon. 70.67 g of N-(N-(benzyloxycarbonyl)-3-pyrrolidinol dissolved in dichloromethylene was dropped. After gradual dropping of 720 ml of triethylamine, the mixture was raised to room temperature. After completion of the reaction, the reaction solution was poured into water and extracted with dichloromethylene, followed by removal of the solvent by distillation under reduced pressure. The residue was purified by column chromatography (eluting solvent: hexane-ethyl acetate), thereby obtaining 66.55 g of the intended compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05468740
Quelldatensatzuspto-grants-1995_11
ORD IDord-ea7c1b7701d14646b5be5ae07b542132
Quellennotizuspto-grants-1995_11