Benzenesulfonyl chloride → 2-Pyrrolidinone, 5-(ethylthio)-1-(phenylsulfonyl)-

HRID 330500

Reaktionsgleichung

Reaktionsgleichung von HRID 330500
[CH2:1]([S:3][CH:4]1[NH:8][C:7](=[O:9])[CH2:6][CH2:5]1)[CH3:2].C([Li])CCC.[C:15]1([S:21](Cl)(=[O:23])=[O:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>O1CCCC1.CCCCCC>[C:15]1([S:21]([N:8]2[CH:4]([S:3][CH2:1][CH3:2])[CH2:5][CH2:6][C:7]2=[O:9])(=[O:23])=[O:22])[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Komponenten

6

Edukt 3

HCID 7369Benzenesulfonyl chlorideHCID 198687055-Ethylthio pyrrolidin-2-oneHCID 178418339Butyllithium

Produkt 1

HCID 30781712-Pyrrolidinone, 5-(ethylthio)-1-(phenylsulfonyl)-Ausbeute 65,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittel2×HCID 8058HexaneLösungsmittel

Versuchsvorschrift

To 3.1 g of 5-ethylthio pyrrolidin-2-one in 130 cm3 of tetrahydrofuran there is added at -65° C., 14.2 cm3 of a 1.6M solution of butyllithium in hexane. After 20 minutes, there is added 3.77 g of benzenesulphonyl chloride in 15 cm3 of tetrahydrofuran. After allowing to return to ambient temperature and concentrating to dryness under reduced pressure, 4 g of the expected product is obtained. m.p. 100°-113° C., crystallized from ethanol.

Aufarbeitung

  1. customto return to ambient temperature
  2. concentrationconcentrating to dryness under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-8d118de13743442f945cc27487e6410c
Quelldatensatz
uspto-grants-1990_01
Patentnummer
US04897414

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