Trifluoroacetic acid → HCID 57667827, compound

HRID 2191855Notes

Reaction equation

HRID 2191855 reaction equation
FC(F)(F)C(O)=O.[CH3:8][N:9]([CH3:36])[C:10]1[CH:15]=[CH:14][C:13]([NH:16][C:17]2[CH:29]=[C:28]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH:27]=[CH:26][C:18]=2[C:19]([O:21]C(C)(C)C)=[O:20])=[CH:12][CH:11]=1>>[CH3:8][N:9]([CH3:36])[C:10]1[CH:11]=[CH:12][C:13]([NH:16][C:17]2[CH:29]=[C:28]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)[CH:27]=[CH:26][C:18]=2[C:19]([OH:21])=[O:20])=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68963310HCID 68963310, compound

Product 1

HCID 57667827HCID 57667827, compound

Procedure

Trifluoroacetic acid 5.0 mL was added to the obtained tert-butyl 2-((4-(dimethylamino)phenyl)amino)-4-phenylbenzoate, and it was stirred at room temperature for 3 hours. The solvent was removed under reduced pressure, ethyl acetate and water were added to the obtained residue, and it was adjusted to pH6.5 with saturated sodium hydrogen carbonate aqueous solution. The organic layer was separated and collected,dried over anhydrous magnesium sulfate after washing with saturated sodium chloride aqueous solution, and the solvent was removed under reduced pressure. Ethyl acetate was added to the obtained residue, and solid matter was filtrated to give 2-((4-(dimethylamino)phenyl)amino)-4-phenylbenzoic acid 61 mg of a yellow solid.

Workup

  1. customThe solvent was removed under reduced pressure, ethyl acetate and water
  2. additionwere added to the obtained residue, and it
  3. customThe organic layer was separated
  4. washafter washing with saturated sodium chloride aqueous solution
  5. customthe solvent was removed under reduced pressure
  6. additionEthyl acetate was added to the obtained residue, and solid matter
  7. filtrationwas filtrated

Sources & evidence

ORD record
ord-c1e8bcb41a1d49469c12d18bc2b8765a
Source dataset
uspto-grants-2012_12
Patent number
US08327467B2

Reaction notes

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