Diethylamine → 2,2,2-TRIFLUOROET AMINE,N,N-DIET

HRID 2119264Notes

Reaction equation

HRID 2119264 reaction equation
[CH2:1]([NH:3][CH2:4][CH3:5])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[F:12][C:13]([F:24])([F:23])[CH2:14]OS(C(F)(F)F)(=O)=O>O>[CH2:1]([N:3]([CH2:4][CH3:5])[CH2:14][C:13]([F:24])([F:23])[F:12])[CH3:2]

Participants

5

Reactant 3

HCID 8021DiethylamineHCID 11430Potassium CarbonateHCID 803662,2,2-Trifluoroethyl trifluoromethanesulfonate

Product 1

HCID 135100982,2,2-TRIFLUOROET AMINE,N,N-DIET

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Diethyl 2,2,2-trifluoroethylamine was prepared as follows. Into a flask were placed diethylamine (5.5 g) and potassium carbonate (10.0 g). 2,2,2-Trifluoroethyl-trifluoromethanesulfonate (12 g) was slowly added to the flask. Heat was evolved. After addition, the reaction mixture was stirred at room temperature overnight. Approximately 100 mL of water was added and the organic layer was separated and dried over MgSO4. The organic liquid was distilled to receive a fraction (a clear liquid 7.25 g) at 88-89° C. under normal pressure. The clear liquid was sampled and analyzed by 1H and 19F NMR. 1H NMR: δ3.56 (q, 2H, J=9 Hz), 2.65 (q, 2H, J=7 Hz), 1.10 (t, 3H, J=7H); ·F NMR: δ−68.13 (t, 3F, J=9 Hz).

Workup

  1. customInto a flask were placed
  2. temperatureHeat
  3. additionAfter addition
  4. customthe organic layer was separated
  5. dry with materialdried over MgSO4
  6. distillationThe organic liquid was distilled
  7. customat 88-89° C.
  8. aliquotThe clear liquid was sampled

Sources & evidence

ORD record
ord-efff28170c394105a79719e9fb428be0
Source dataset
uspto-grants-2004_02
Patent number
US06685793B2

Reaction notes

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