Réaction #342076

ord-0aca38ac87b54e4996621794bc5a5aad

Équation de réaction

COC[N+]1(C)CCCC1.[Cl-]
N-methoxymethyl-N-methylpyrrolidinium chloride
O=S(=O)(O)C(F)(F)F
trifluoromethane sulfonic acid
COC[N+]1(C)CCCC1.O=S(=O)([O-])C(F)(F)F
desired product
Rendement 95.4%
COC[N+]1(C)CCCC1.O=S(=O)([O-])C(F)(F)F
N-methoxymethyl-N-methylpyrrolidinium trifluoromethanesulfonate
Rendement 95.4%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreThe mixture was reacted at room temperature for 2 hours
  2. 2
    Températurewith gradual increase of temperature
  3. 3
    ConcentrationThe reaction mixture was concentrated
  4. 4
    Autredried in a vacuum
  5. 5
    AutreThe residue was purified through alumina column (ICN Biomedicals. GmbH, ICN Alumina N, Act.1/eluent acetonitrile)
  6. 6
    ConcentrationThe eluate was concentrated
  7. 7
    Autredried in a vacuum

Mode opératoire

In 116 g of dehydrated chloroform (reagent, Wako Pure Chemical Ind. Ltd.) was dissolved 24.3 g of N-methoxymethyl-N-methylpyrrolidinium chloride. To the solution was added dropwise 24.3 g of trifluoromethane sulfonic acid (reagent, Aldrich Corp.) at 5° C. over a period of 1 hour. The mixture was reacted at room temperature for 2 hours with gradual increase of temperature. The reaction mixture was concentrated and dried in a vacuum. The residue was purified through alumina column (ICN Biomedicals. GmbH, ICN Alumina N, Act.1/eluent acetonitrile). The eluate was concentrated and dried in a vacuum to obtain 39.1 g of the desired product (colorless liquid).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07875732B2uspto-grants-2011_01