Trifluoroacetic acid → 2-(4-Fluoroanilino)-4-(2-(2-methoxyphenyl)ethyl)benzoic acid

HRID 2191802Notes

Reaction equation

HRID 2191802 reaction equation
FC(F)(F)C(O)=O.[F:8][C:9]1[CH:38]=[CH:37][C:12]([NH:13][C:14]2[CH:26]=[C:25]([CH2:27][CH2:28][C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[O:35][CH3:36])[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]([CH2:27][CH2:28][C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][C:30]=3[O:35][CH3:36])[CH:24]=[CH:23][C:15]=2[C:16]([OH:18])=[O:17])=[CH:37][CH:38]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68960995Tert-butyl 2-(4-fluoroanilino)-4-(2-(2-methoxyphenyl)ethyl)benzoate

Product 1

HCID 576680222-(4-Fluoroanilino)-4-(2-(2-methoxyphenyl)ethyl)benzoic acidYield 12.6%

Procedure

Trifluoroacetic acid 7.5 mL solution of tert-butyl 2-(4-fluoroanilino)-4-(2-(2-methoxyphenyl)ethyl)benzoate 0.11 g was stirred at room temperature for 2 hours. The solvent was removed under reduced pressure,diisopropyl ether was added to the obtained residue, and solid matter was filtrated to give 2-(4-fluoroanilino)-4-(2-(2-methoxyphenyl)ethyl)benzoic acid 12 mg of a white solid.

Workup

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

Sources & evidence

ORD record
ord-87f08c3a06e54d038df00d70960d2e9c
Source dataset
uspto-grants-2012_12
Patent number
US08327467B2

Reaction notes

Loading…