Trifluoroacetic acid → 3-Mercapto-2-pyrrolidinone trifluoromethanesulfonate

HRID 5118

Reaktionsgleichung

Reaktionsgleichung von HRID 5118
FC(F)(F)C(O)=O.[F:8][C:9]([F:15])([F:14])[S:10]([OH:13])(=[O:12])=[O:11].COC1C=CC(C[S:23][CH:24]2[CH2:28][CH2:27][NH:26][C:25]2=[O:29])=CC=1>C1(OC)C=CC=CC=1>[F:8][C:9]([F:15])([F:14])[S:10]([OH:13])(=[O:12])=[O:11].[SH:23][CH:24]1[CH2:28][CH2:27][NH:26][C:25]1=[O:29]

Komponenten

5

Edukt 3

HCID 6422Trifluoroacetic acidHCID 62406Trifluoromethanesulfonic acidHCID 102432413-(4-Methoxybenzylthio)pyrrolidin-2-one

Produkt 1

HCID 197972633-Mercapto-2-pyrrolidinone trifluoromethanesulfonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7519AnisoleLösungsmittel

Versuchsvorschrift

20 ml of trifluoroacetic acid and 0.41 ml of trifluoromethanesulfonic acid were added, whilst ice-cooling, to a solution of 949 mg of 3-(4-methoxybenzylthio)pyrrolidin-2-one in 4 ml of anisole, and then the mixture was stirred at room temperature for 30 minutes. At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure to leave a residue, which was purified by column chromatography through silica gel, eluted with a 10:1 by volume mixture of ethyl acetate and methanol, to give 728 mg of the title compound as an oil.

Aufarbeitung

  1. concentrationAt the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure
  2. customto leave a residue, which
  3. customwas purified by column chromatography through silica gel
  4. washeluted with a 10:1 by volume mixture of ethyl acetate and methanol

Quellen und Nachweise

ORD-Eintrag
ord-715795a169ab49eca88ae924fb7a34b7
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05242914

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