Methanol → HCID 57667938, compound

HRID 2191706Notes

Reaction equation

HRID 2191706 reaction equation
CO.[N+:3]([C:6]1[CH:29]=[CH:28][CH:27]=[CH:26][C:7]=1[NH:8][C:9]1[CH:17]=[C:16]([CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:15]=[CH:14][C:10]=1[C:11]([OH:13])=[O:12])([O-])=O>[C].[Pd].C(OCC)(=O)C>[NH2:3][C:6]1[CH:29]=[CH:28][CH:27]=[CH:26][C:7]=1[NH:8][C:9]1[CH:17]=[C:16]([CH2:18][CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:15]=[CH:14][C:10]=1[C:11]([OH:13])=[O:12]

Participants

5

Reactant 2

HCID 887MethanolHCID 68958536HCID 68958536, compound

Product 1

HCID 57667938HCID 57667938, compoundYield 70.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a mixed solution of methanol 2.0 mL and ethyl acetate 1.0 mL of 2-(2-nitroanilino)-4-phenethylbenzoic acid 20 mg was added 5% palladium-carbon 8 mg, and it was stirred under hydrogen atmosphere at room temperature for 3 hours. Insoluble matter was filtrated, and the solvent was removed under reduced pressure. Methanol was added to the obtained residue, and solid matter was filtrated to give 2-((2-aminophenyl)amino)-4-phenethylbenzoic acid 13 mg of white solid.

Workup

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

Sources & evidence

ORD record
ord-9ab140fd058449b783f0dba3372b4ea1
Source dataset
uspto-grants-2012_12
Patent number
US08327467B2

Reaction notes

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