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

HRID 1673471Notes

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

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

  1. customThe solvent was evaporated under reduced pressure and toluene
  2. additionwas added
  3. customThe solvent was evaporated under reduced pressure and diisopropyl ether
  4. additionwas added to the obtained residue
  5. customa solid substance was separated by filtration

Sources & evidence

ORD record
ord-491096f8d0d744cdb03eee7af5063fb8
Source dataset
uspto-grants-2011_08
Patent number
US07999132B2

Reaction notes

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