Trifluoroacetic acid → 2-(4-Fluoroanilino)-4-(4-(hydroxymethyl)phenyl)benzoic acid

HRID 2191771Notes

Reaction equation

HRID 2191771 reaction equation
FC(F)(F)C(O)=O.[F:8][C:9]1[CH:36]=[CH:35][C:12]([NH:13][C:14]2[CH:26]=[C:25]([C:27]3[CH:32]=[CH:31][C:30]([CH2:33][OH:34])=[CH:29][CH:28]=3)[CH:24]=[CH:23][C:15]=2[C:16]([O:18]C(C)(C)C)=[O:17])=[CH:11][CH:10]=1>>[F:8][C:9]1[CH:10]=[CH:11][C:12]([NH:13][C:14]2[CH:26]=[C:25]([C:27]3[CH:32]=[CH:31][C:30]([CH2:33][OH:34])=[CH:29][CH:28]=3)[CH:24]=[CH:23][C:15]=2[C:16]([OH:18])=[O:17])=[CH:35][CH:36]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68962839Tert-butyl 2-(4-fluoroanilino)-4-(4-(hydroxymethyl)phenyl)benzoate

Product 1

HCID 576678382-(4-Fluoroanilino)-4-(4-(hydroxymethyl)phenyl)benzoic acidYield 3.6%

Procedure

Trifluoroacetic acid 5.0 mL solution of tert-butyl 2-(4-fluoroanilino)-4-(4-(hydroxymethyl)phenyl)benzoate 64 mg was stirred at room temperature for 1 hour. The solvent was removed under reduced pressure,diisopropyl ether and hexane were added to the obtained residue, solid matter was filtrated to give 2-(4-fluoroanilino)-4-(4-(hydroxymethyl)phenyl)benzoic acid 2.0 mg of a pale yellow solid.

Workup

  1. customThe solvent was removed under reduced pressure,diisopropyl ether
  2. additionhexane were added to the obtained residue, solid matter
  3. filtrationwas filtrated

Sources & evidence

ORD record
ord-6f267ac85eae4d1a93828864b98b369d
Source dataset
uspto-grants-2012_12
Patent number
US08327467B2

Reaction notes

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