Reaction #12079

ord-f1b5569857ad4bc69f007d641c3d1aae

Reaction equation

O=C([O-])C(F)(F)Cl.[Na+]
sodium chlorodifluoroacetate
CCO[Si](Cl)(OCC)OCC
chlorotriethoxysilane
→
CCO[Si](OCC)(OCC)OC(=O)C(F)(F)Cl
chlorodifluoroacetic acid, triethoxysilyl ester

Reactants

O=C([O-])C(F)(F)Cl.[Na+]
sodium chlorodifluoroacetate
CCO[Si](Cl)(OCC)OCC
chlorotriethoxysilane

Reagents

None

Solvents

CCOCC
Et2O
CCOCC
Et2O

Conditions

Temperature
-70°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Temperatureto warm up to room temperature
  2. 2
    OtherNaCl is removed by filtration and solution
  3. 3
    Otherevaporated to dryness

Procedure

15.246 g (0.10 mol) sodium chlorodifluoroacetate, is dissolved to 100 mL Et2O and cooled to −70° C. 19.7 mL (0.10 mol, 19.872 g) chlorotriethoxysilane in Et2O (50 mL) was added dropwise to reaction solution. The solution was stirred for over night allowing it to warm up to room temperature. NaCl is removed by filtration and solution evaporated to dryness to result clear colourless liquid, chlorodifluoroacetic acid, triethoxysilyl ester.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07098346B2uspto-grants-2006_08