Trifluoroacetic acid → HCID 57667918, compound

HRID 2191669Notes

Reaction equation

HRID 2191669 reaction equation
FC(F)(F)C(O)=O.[F:8][C:9]1[CH:34]=[CH:33][C:12]([NH:13][C:14]2[CH:26]=[C:25]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH:24]=[CH:23][C:15]=2[C:16]([O:18]C(C)(C)C)=[O:17])=[CH:11][CH:10]=1>>[F:8][C:9]1[CH:34]=[CH:33][C:12]([NH:13][C:14]2[CH:26]=[C:25]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH:24]=[CH:23][C:15]=2[C:16]([OH:18])=[O:17])=[CH:11][CH:10]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68959360HCID 68959360, compound

Product 1

HCID 57667918HCID 57667918, compoundYield 29.6%

Procedure

Trifluoroacetic acid 9.0 mL solution of tert-butyl 2-(4-fluoroanilino)-4-phenylbenzoate 0.44 g was stirred at room temperature for 1 hour. The solvent of reaction mixture was removed under reduced pressure, ethyl acetate and water were added to it, and it was adjusted to pH5.0 with saturated sodium hydrogen carbonate aqueous solution. The organic layer was separated and collected, and the solvent was removed under reduced pressure. Diisopropyl ether was added to the obtained residue, and solid matter was filtrated to give 2-(4-fluoroanilino)-4-phenylbenzoic acid 0.11 g of pale yellow solid.

Workup

  1. customThe solvent of reaction mixture
  2. customwas removed under reduced pressure, ethyl acetate and water
  3. additionwere added to it, and it
  4. customThe organic layer was separated
  5. customcollected
  6. customthe solvent was removed under reduced pressure
  7. additionDiisopropyl ether was added to the obtained residue, and solid matter
  8. filtrationwas filtrated

Sources & evidence

ORD record
ord-7dec44de68234387900e394299caf79f
Source dataset
uspto-grants-2012_12
Patent number
US08327467B2

Reaction notes

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