Reaction #470370

ord-29f333379ab94f6e9e07e5901ce2c59a

Reaction equation

O=C([O-])C(F)(F)F.[Na+]
sodium trifluoroacetate
COC[N+]1(C)CCCC1.[Cl-]
N-methoxymethyl-N-methylpyrrolidinium chloride
COC[N+]1(C)CCCC1.[Cl-]
N-Methyl-N-Methoxymethylpyrrolidinium Chloride
COC[N+]1(C)CCCC1.O=C([O-])C(F)(F)F
colorless liquid
COC[N+]1(C)CCCC1.O=C([O-])C(F)(F)F
N-Methoxymethyl-N-Methylpyrrolidinium trifluoroacetate

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Concentrationconcentrated in a vacuum
  2. 2
    Otherdried in a vacuum
  3. 3
    workup.DISSOLUTIONThe residue was dissolved in 500 ml of dichloromethane
  4. 4
    Filtrationfollowed by filtration with a membrane
  5. 5
    Filtrationfilter
  6. 6
    Concentrationconcentration in a vacuum
  7. 7
    Otherdrying

Procedure

A 14.94 g quantity of sodium trifluoroacetate was dissolved in 100 g of methanol, and 18.20 g of N-methoxymethyl-N-methylpyrrolidinium chloride was added to the solution at room temperature. The mixture was stirred for 1 hour, concentrated in a vacuum and dried in a vacuum using a vacuum pump. The residue was dissolved in 500 ml of dichloromethane, followed by filtration with a membrane filter, concentration in a vacuum and drying, affording 26.52 g of a colorless liquid as the desired product.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08366956B2uspto-grants-2013_02