Antimony pentafluoride → Ethyl 3,3,3-trifluoro-2-oxopropanoate

HRID 2198384Notes

Reaction equation

HRID 2198384 reaction equation
[CH2:1]([O:3][C:4](=[O:14])[C:5](F)([O:10]CC)[C:6]([F:9])([F:8])[F:7])[CH3:2].[Sb](F)(F)(F)(F)F>>[F:7][C:6]([F:8])([F:9])[C:5](=[O:10])[C:4]([O:3][CH2:1][CH3:2])=[O:14]

Participants

3

Reactant 2

HCID 24557Antimony pentafluorideHCID 2779789Ethyl 2-ethoxy-2,3,3,3-tetrafluoropropanoate

Product 1

HCID 2737239Ethyl 3,3,3-trifluoro-2-oxopropanoateYield 83%

Procedure

A nitrogen-flushed, 500 ml 3-neck pot, equipped as described in Example 17, was charged with 340.3 g (1.56 mol) of ethyl-2-ethoxytetrafluoropropionate and 19.5 g (0.09 mol) of SbF5. Gas was evolved. The mixture was heated and distilled to give 220 g (83.0% yield) of ethyl trifluoropyruvate, b.p. 88° to 89°. The gaseous product was collected and identified by IR as largely ethyl fluoride.

Workup

  1. customA nitrogen-flushed
  2. custom500 ml 3-neck pot, equipped
  3. temperatureThe mixture was heated
  4. distillationdistilled

Sources & evidence

ORD record
ord-8c2d9171e1284701b560cf14ef84d0a4
Source dataset
uspto-grants-1982_11
Patent number
US04357282

Reaction notes

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