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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 454319Erstellt: 24. Oktober 2026

4-Toluenesulfonyl chloride → (5R)-5-(p-toluenesulphonylmethyl)-2-pyrrolidinone

https://huagongshe.com/de/reaction/454319

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-Toluenesulfonyl chlorideHCID 7397—
Edukt(R)-(-)-5-(Hydroxymethyl)-2-pyrrolidinoneHCID 7128291—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
Produkt(5R)-5-(p-toluenesulphonylmethyl)-2-pyrrolidinoneHCID 5705912794,6%

Reaktionsschritte

To a solution of (5R)-5-hydroxymethyl-2-pyrrolidinone (5.0 g, 43 mmol) in methylene chloride (100 ml) was added 4-dimethylaminopyridine (15.7 g, 129 mmol) and p-toluenesulphonyl chloride (9.0 g, 47 mmol). The reaction was stirred at ambient temperature for 16 hours. The reaction was then washed with 1M hydrochloric acid and the organic layer separated. This was then dried over MgSO4, filtered and evaporated to give (5R)-5-(p-toluenesulphonylmethyl)-2-pyrrolidinone (10.3 g, 89%) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08492560B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-65b306221e8b4199ab7f562917989ec3
Quellennotizuspto-grants-2013_07