Reaction #1106617

Reaction equation

KCl

potassium 1,1,2,2-tetrafluoroethanesulfonate

1-ethyl-3methylimidazolium chloride

Emim-Cl

→

oil

Yield 64.0%

1-ethyl-3-methylimidazolium 1,1,2,2-tetrafluoroethane sulfonate

Yield 64.0%

Solvents

acetone

acetone

Conditions

Workup

1. 1
   workup.DISSOLUTIONdissolved
2. 2
   OtherThese solutions were combined in a 1 l flask
3. 3
   Otherproducing a milky white suspension
4. 4
   workup.STIRRINGThe mixture was stirred at 24 degrees C
5. 5
   Otherto settle leaving a clear green solution above it
6. 6
   FiltrationThe reaction mixture was filtered once through a celite/acetone pad and again through a fritted glass funnel
7. 7
   Otherto remove the KCl
8. 8
   OtherThe acetone was removed in vacuo first on a rotovap
9. 9
   workup.WAITon a high vacuum line (4 Pa, 25 degrees C.) for 2 hr

Procedure

To a 500 ml round bottom flask was added 1-ethyl-3methylimidazolium chloride (Emim-Cl, 98%, 61.0 g) and reagent grade acetone (500 ml). The mixture was gently warmed (50 degrees C.) until almost all of the Emim-Cl dissolved. To a separate 500 ml flask was added potassium 1,1,2,2-tetrafluoroethanesulfonate (TFES-K, 90.2 g) along with reagent grade acetone (350 ml). This second mixture was stirred magnetically at 24 degrees C. until all of the TFES-K dissolved. These solutions were combined in a 1 l flask producing a milky white suspension. The mixture was stirred at 24 degrees C. for 24 hrs. The KCl precipitate was then allowed to settle leaving a clear green solution above it. The reaction mixture was filtered once through a celite/acetone pad and again through a fritted glass funnel to remove the KCl. The acetone was removed in vacuo first on a rotovap and then on a high vacuum line (4 Pa, 25 degrees C.) for 2 hr. The product was a viscous light yellow oil (76.0 g, 64% yield).

Source