Methanol → HCID 57667837, compound

HRID 2191672Notes

Reaction equation

HRID 2191672 reaction equation
CO.[C:3]([C:11]1[CH:19]=[CH:18][C:14]([C:15]([OH:17])=[O:16])=[C:13]([NH:20][C:21]2[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=2)[CH:12]=1)(=O)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>[C].[Pd].C(OCC)(=O)C>[CH2:3]([C:11]1[CH:19]=[CH:18][C:14]([C:15]([OH:17])=[O:16])=[C:13]([NH:20][C:21]2[CH:22]=[CH:23][C:24]([F:27])=[CH:25][CH:26]=2)[CH:12]=1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 887MethanolHCID 57668001HCID 57668001, compound

Product 1

HCID 57667837HCID 57667837, compoundYield 68.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a mixed solution of methanol 1.3 mL and ethyl acetate 1.3 mL of 4-benzoyl-2-(4-fluoroanilino)benzoic acid 0.13 g was added 5% palladium-carbon 26 mg, and it was stirred under hydrogen atmosphere at room temperature for 6 hours. Insoluble matter was filtrated, and the solvent was removed under reduced pressure. Hexane and diisopropyl ether were added to the obtained residue, and solid matter was filtrated to give 4-benzyl-2-(4-fluoroanilino)benzoic acid 85 mg of white solid.

Workup

  1. filtrationInsoluble matter was filtrated
  2. customthe solvent was removed under reduced pressure
  3. additionHexane and diisopropyl ether were added to the obtained residue, and solid matter
  4. filtrationwas filtrated

Sources & evidence

ORD record
ord-8ac15ae93b7944838211edd08fbfb70c
Source dataset
uspto-grants-2012_12
Patent number
US08327467B2

Reaction notes

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