Trifluoroacetic acid → 2-(Benzamido)-4-(4-phenoxyphenyl)benzoic acid

HRID 1673463Notes

Reaction equation

HRID 1673463 reaction equation
FC(F)(F)C(O)=O.[C:8]([NH:16][C:17]1[CH:29]=[C:28]([C:30]2[CH:35]=[CH:34][C:33]([O:36][C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)=[CH:32][CH:31]=2)[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]([C:30]2[CH:35]=[CH:34][C:33]([O:36][C:37]3[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=3)=[CH:32][CH:31]=2)[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 67341966Tert-butyl 2-(benzamido)-4-(4-phenoxyphenyl)benzoate

Product 1

HCID 578796172-(Benzamido)-4-(4-phenoxyphenyl)benzoic acid

Procedure

5.0 mL of trifluoroacetic acid was added to the obtained tert-butyl 2-(benzamido)-4-(4-phenoxyphenyl)benzoate and stirred at room temperature for 3 hours. The solvent was evaporated under reduced pressure, and the obtained residue was purified with silica gel column chromatography [PSQ100B (spherical) manufactured by Fuji Silysia Chemical Ltd., eluent; hexane:ethyl acetate=1:2] to obtain 8.0 mg of 2-(benzamido)-4-(4-phenoxyphenyl)benzoic acid as white solid.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe obtained residue was purified with silica gel column chromatography [PSQ100B (spherical) manufactured by Fuji Silysia Chemical Ltd., eluent; hexane:ethyl acetate=1:2]

Sources & evidence

ORD record
ord-4b2d5962791840d68a72072712525517
Source dataset
uspto-grants-2011_08
Patent number
US07999132B2

Reaction notes

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