Ammonia → HCID 85549673, compound

HRID 654733Notes

Reaction equation

HRID 654733 reaction equation
[F:1][CH:2]([C:8](=O)[C:9]([F:12])([F:11])[F:10])[C:3]([O:5][CH2:6][CH3:7])=[O:4].[NH3:14]>C1(C)C=CC=CC=1>[NH2:14][C:8]([C:9]([F:12])([F:11])[F:10])=[C:2]([F:1])[C:3]([O:5][CH2:6][CH3:7])=[O:4]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 10954607Ethyl 2,4,4,4-tetrafluoro-3-oxobutanoate

Product 1

HCID 85549673HCID 85549673, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Ethyl 2,4,4,4-tetrafluoro-3-oxobutanoate (81 g.) in toluene (60 ml) was stirred and heated to 70° C. whereupon ammonia gas was bubbled in until an uptake of 6.8 g. was recorded. The reaction was then set for reflux and water removed azeotropically. Approximately 10 ml of water was removed. After cooling, the solvent was removed under reduced pressure and the residue distilled to give ethyl 3-amino-2,4,4,4-tetrafluoro-2-butenoate b.p. 79°-86° C./20 mm, 44 g.

Workup

  1. customwas bubbled in until an uptake of 6.8 g
  2. temperaturefor reflux
  3. customwater removed azeotropically
  4. customApproximately 10 ml of water was removed
  5. temperatureAfter cooling
  6. customthe solvent was removed under reduced pressure
  7. distillationthe residue distilled

Sources & evidence

ORD record
ord-1c52539500b645c182927bb0d6e9964f
Source dataset
uspto-grants-1992_07
Patent number
US05134145

Reaction notes

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