Reaktion #1045

ord-69bdc7c6a2fb4d4987a431b8e37f7f33

Reaktionsgleichung

FC(F)=C(F)CBr
2,3,3-trifluoro-2-propenyl bromide
CCOP(OCC)OCC
triethyl phosphite
C=C(F)C(F)(F)P(=O)(OCC)OCC
diethyl (1,1,2-trifluro-2-propenyl)phosphonate
Ausbeute 11.0%
CCOP(=O)(CC(F)=C(F)F)OCC
diethyl (2,3,3-trifluro-2-propenyl)phosphonate
Ausbeute 14.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturat reflux for overnight
  2. 2
    SonstigeThe residue obtained
  3. 3
    Sonstigeafter evaporation of the solvent
  4. 4
    Sonstigewas chromatographed over silica gel (hexanes/ethyl acetate/ethanol, 80/20/1)

Vorschrift

A solution of 2,3,3-trifluoro-2-propenyl bromide (5.25 g, 30 mmol) and triethyl phosphite (4.15 g, 25 mmol) in acetonltrile (15 mL) was heated at reflux for overnight. The residue obtained after evaporation of the solvent was chromatographed over silica gel (hexanes/ethyl acetate/ethanol, 80/20/1) to give diethyl (1,1,2-trifluro-2-propenyl)phosphonate (0.8 g, 11%) and diethyl (2,3,3-trifluro-2-propenyl)phosphonate (1.0 g, 14%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05723470uspto-grants-1998_03