Reaktion #5214

ord-715795a169ab49eca88ae924fb7a34b7

Reaktionsgleichung

O=C(O)C(F)(F)F
trifluoroacetic acid
O=S(=O)(O)C(F)(F)F
trifluoromethanesulfonic acid
COc1ccc(CSC2CCNC2=O)cc1
3-(4-methoxybenzylthio)pyrrolidin-2-one
O=C1NCCC1S.O=S(=O)(O)C(F)(F)F
title compound
O=C1NCCC1S.O=S(=O)(O)C(F)(F)F
3-Mercapto-2-pyrrolidinone trifluoromethanesulfonate

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05242914uspto-grants-1993_09