Trifluoroacetyl fluoride → 3,3-Difluoro-3-pentafluoroethoxy-2-trifluoromethylpropene

HRID 1178835

Reaction equation

HRID 1178835 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([F:5])=[O:4].[F-:8].[K+].[CH2:10]=[C:11]([C:16](OS(F)(=O)=O)([F:18])[F:17])[C:12]([F:15])([F:14])[F:13]>COCCOCCOC>[F:17][C:16]([F:18])([O:4][C:3]([F:8])([F:5])[C:2]([F:7])([F:6])[F:1])[C:11]([C:12]([F:15])([F:14])[F:13])=[CH2:10]

Participants

5

Conditions

Temperature
20 °C

Procedure

Trifluoroacetyl fluoride (6 g, 0.051 mole) is bubbled into a mixture of KF (2.4 g, 0.041 mole) and dry diglyme (15 ml). The reaction mixture is stirred at 20° C. for 30 minutes and then CH2═C(CF3)CF2OSO2F (10 g, 0.041 mile) is added gradually. The resulting mixture is stirred at 20° C. for 1 hour. Hexafluoroisobutylene is distilled from the reaction mixture and the residue is poured into water. The organic layer is separated, washed in turn with aqueous sodium bicarbonate solution and water, and then dried over MgSO4. Distillation gives 3,3-Difluoro-3-pentafluoroethoxy-2-trifluoromethylpropene (CH2═C(CF3)CF2OCF2CF3) (3.5 g, 31% yield, b.pt. 67° C.).

Workup

  1. stirringThe resulting mixture is stirred at 20° C. for 1 hour
  2. distillationHexafluoroisobutylene is distilled from the reaction mixture
  3. additionthe residue is poured into water
  4. customThe organic layer is separated
  5. washwashed in turn with aqueous sodium bicarbonate solution and water
  6. dry with materialdried over MgSO4
  7. distillationDistillation

Sources & evidence

ORD record
ord-134a76217b16465c8f4d7d8c2b11e39d
Source dataset
uspto-grants-2007_10
Patent number
US07276624B2

Linked notes

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