Trifluoroacetic acid → 2-(Benzamido)-4-(2,4-dichlorophenoxy)benzoic acid

HRID 1673564

Reaction equation

HRID 1673564 reaction equation
FC(F)(F)C(O)=O.[C:8]([NH:16][C:17]1[CH:29]=[C:28]([O:30][C:31]2[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][C:32]=2[Cl:38])[CH:27]=[CH:26][C:18]=1[C:19]([O:21]C(C)(C)C)=[O:20])(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>>[C:8]([NH:16][C:17]1[CH:29]=[C:28]([O:30][C:31]2[CH:36]=[CH:35][C:34]([Cl:37])=[CH:33][C:32]=2[Cl:38])[CH:27]=[CH:26][C:18]=1[C:19]([OH:21])=[O:20])(=[O:15])[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67342198Tert-butyl 2-(benzamido)-4-(2,4-dichlorophenoxy)benzoate

Product 1

HCID 578796212-(Benzamido)-4-(2,4-dichlorophenoxy)benzoic acid

Procedure

5.0 mL of trifluoroacetic acid was added to the obtained tert-butyl 2-(benzamido)-4-(2,4-dichlorophenoxy)benzoate and stirred at room temperature for 2 hours. The solvent was evaporated under reduced pressure and the obtained residue was purified with reversed-phase silica gel column chromatography [eluent; 80-100% acetonitrile/0.1% trifluoroacetic acid aqueous solution] to obtain 8.7 mg of 2-(benzamido)-4-(2,4-dichlorophenoxy)benzoic acid as white solid.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe obtained residue was purified with reversed-phase silica gel column chromatography [eluent; 80-100% acetonitrile/0.1% trifluoroacetic acid aqueous solution]

Sources & evidence

ORD record
ord-05c7ce13af0f4ca8a6a64359620e79af
Source dataset
uspto-grants-2011_08
Patent number
US07999132B2

Linked notes

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