Dimethyl Ether → 2,3,3,3-Tetrafluoropropanoyl fluoride

HRID 2198381Notes

Reaction equation

HRID 2198381 reaction equation
C[O:2]C.[F:4][C:5]([F:12])([F:11])[C:6]([F:10])=[C:7](F)[F:8].C[O-].[Na+]>CO>[F:10][CH:6]([C:5]([F:12])([F:11])[F:4])[C:7]([F:8])=[O:2]

Participants

5

Procedure

The above methyl ether (49.5 g, prepared from the reaction of hexafluoropropene with sodium methoxide in methanol) in a still pot was cooled in a Dry Ice-acetone bath and 2.70 g of SbF5 was added. The mixture was stirred on a still with a Dry Ice-acetone trap attached and the cooling bath removed. Evolution of CH3F was vigorous below room temperature. The mixture was warmed until all of the product had collected in the Dry Ice-acetone trap. Material in the trap was redistilled in a low-temperature still to give 33 g (82%) of 2,3,3,3-tetrafluoropropionylfluoride, b.p. 25°.

Workup

  1. temperaturea still pot was cooled in a Dry Ice-acetone bath
  2. customthe cooling bath removed
  3. customwas vigorous below room temperature
  4. temperatureThe mixture was warmed until all of the product
  5. customhad collected in the Dry Ice-acetone trap
  6. distillationMaterial in the trap was redistilled in a low-temperature still

Sources & evidence

ORD record
ord-bf09462b33aa47aba1da2834c7b2c543
Source dataset
uspto-grants-1982_11
Patent number
US04357282

Reaction notes

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