Reaktion #1798

ord-9773b48b03f44090887256b458e3e63d

Reaktionsgleichung

O=S(=O)(Cl)C(F)(F)F
trifluoromethanesulfonyl chloride
O=C=O
dry ice
OCC(F)(F)F
2,2,2-Trifluoroethanol
CCN(CC)CC
triethylamine
O=S(=O)(OCC(F)(F)F)C(F)(F)F
2,2,2-trifluoroethyltriflate

Lösungsmittel

Reaktionsbedingungen

Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONwas added dropwise
  2. 2
    workup.STIRRINGthe mixture was stirred at 0° C. for 30 minutes
  3. 3
    FiltrationThe solids were filtered off
  4. 4
    Sonstigethe solvent was removed under reduced pressure with the flask
  5. 5
    Temperaturmaintained at 0° C

Vorschrift

A solution of trifluoromethanesulfonyl chloride (640 μL, 6 mmol) in CH2Cl2 (5 mL) was cooled under argon to -78° C. (IPA:dry ice bath). 2,2,2-Trifluoroethanol was added (365 μL, 5 mmol) and triethylamine (834 μL, 6 mmol) was added dropwise. The reaction was stirred for 1.5 hours then warmed to 0° C. for 1 hour. Anhydrous ether (20 mL) was added and the mixture was stirred at 0° C. for 30 minutes. The solids were filtered off and the solvent was removed under reduced pressure with the flask maintained at 0° C. This afforded the 2,2,2-trifluoroethyltriflate as a yellow oil which was used immediately.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05726172uspto-grants-1998_03