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Tert-butyl 2-(benzamido)-4-(2-fluorophenyl)benzoate → 2-(Benzamido)-4-(2-fluorophenyl)benzoic acid

HRID 1673471
Notes
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Reaction equation

HRID 1673471 reaction equation
[C:1]([NH:9][C:10]1[CH:22]=[C:21]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[F:29])[CH:20]=[CH:19][C:11]=1[C:12]([O:14]C(C)(C)C)=[O:13])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>FC(F)(F)C(O)=O>[C:1]([NH:9][C:10]1[CH:22]=[C:21]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=2[F:29])[CH:20]=[CH:19][C:11]=1[C:12]([OH:14])=[O:13])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 67343885Tert-butyl 2-(benzamido)-4-(2-fluorophenyl)benzoate

Product 1

HCID 578796152-(Benzamido)-4-(2-fluorophenyl)benzoic acid

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

10 mL of trifluoroacetic acid was added to the obtained tert-butyl 2-(benzamido)-4-(2-fluorophenyl)benzoate and stirred at room temperature for 2 hours. The solvent was evaporated under reduced pressure and toluene was added. The solvent was evaporated under reduced pressure and diisopropyl ether was added to the obtained residue and a solid substance was separated by filtration to obtain 93 mg of 2-(benzamido)-4-(2-fluorophenyl)benzoic acid as white solid.

Workup

custom
The solvent was evaporated under reduced pressure and toluene
  • additionwas added
  • customThe solvent was evaporated under reduced pressure and diisopropyl ether
  • additionwas added to the obtained residue
  • customa solid substance was separated by filtration
  • Sources & evidence

    ORD record
    ord-491096f8d0d744cdb03eee7af5063fb8
    Source dataset
    uspto-grants-2011_08
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US07999132B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes