Ethyl Acetate → 4-(2-(3,4-Dimethylphenyl)ethyl)-2-(4-fluoroanilino)benzoic acid

HRID 2191792Notes

Reaction equation

HRID 2191792 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4](/[CH:9]=[CH:10]/[C:11]2[CH:19]=[CH:18][C:14]([C:15]([OH:17])=[O:16])=[C:13]([NH:20][C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)[CH:12]=2)[CH:5]=[CH:6][C:7]=1[CH3:8].C(OCC)(=O)C>[C].[Pd].CO>[CH3:1][C:2]1[CH:3]=[C:4]([CH2:9][CH2:10][C:11]2[CH:19]=[CH:18][C:14]([C:15]([OH:17])=[O:16])=[C:13]([NH:20][C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)[CH:12]=2)[CH:5]=[CH:6][C:7]=1[CH3:8]

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 576680744-((E)-2-(3,4-dimethylphenyl)vinyl)-2-(4-fluoroanilino)benzoic acid

Product 1

HCID 576680204-(2-(3,4-Dimethylphenyl)ethyl)-2-(4-fluoroanilino)benzoic acid

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To the obtained 4-((E)-2-(3,4-dimethylphenyl)vinyl)-2-(4-fluoroanilino)benzoic acid were added ethyl acetate 1.0 mL, methanol 1.0 mL and 10% palladium-carbon 10 mg sequentially, and it was stirred under hydrogen atmosphere at room temperature for 2 hours. The solvent was removed under reduced pressure after insoluble matter was filtrated to give 4-(2-(3,4-dimethylphenyl)ethyl)-2-(4-fluoroanilino)benzoic acid 2.5 mg of a white solid.

Workup

  1. customThe solvent was removed under reduced pressure after insoluble matter
  2. filtrationwas filtrated

Sources & evidence

ORD record
ord-b1f9ac27d5804df9814009ce81a9f56c
Source dataset
uspto-grants-2012_12
Patent number
US08327467B2

Reaction notes

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