Triethoxychlorosilane → Chlorodifluoroacetic acid, triethoxysilyl ester

HRID 1990684Notes

Reaction equation

HRID 1990684 reaction equation
[Cl:1][C:2]([F:7])([F:6])[C:3]([O-:5])=[O:4].[Na+].Cl[Si:10]([O:17][CH2:18][CH3:19])([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13]>CCOCC>[Cl:1][C:2]([F:7])([F:6])[C:3]([O:5][Si:10]([O:17][CH2:18][CH3:19])([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13])=[O:4]

Participants

4

Reactant 2

HCID 78398TriethoxychlorosilaneHCID 2734985Sodium chlorodifluoroacetate

Product 1

HCID 23523584Chlorodifluoroacetic acid, triethoxysilyl ester

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
-70 °C

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.

Workup

  1. temperatureto warm up to room temperature
  2. customNaCl is removed by filtration and solution
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-492e2b43864d47979c29be66a67861a0
Source dataset
uspto-grants-2010_01
Patent number
US07643717B2

Reaction notes

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