Methanol → HCID 57667992, compound

HRID 2191742Notes

Reaction equation

HRID 2191742 reaction equation
CO.[C:3]([C:6]1[CH:29]=[CH:28][C:9]([NH:10][C:11]2[CH:19]=[C:18]([CH2:20][CH2:21][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)[CH:17]=[CH:16][C:12]=2[C:13]([OH:15])=[O:14])=[CH:8][CH:7]=1)(=O)[CH3:4]>[C].[Pd].C(OCC)(=O)C>[CH2:3]([C:6]1[CH:29]=[CH:28][C:9]([NH:10][C:11]2[CH:19]=[C:18]([CH2:20][CH2:21][C:22]3[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH:17]=[CH:16][C:12]=2[C:13]([OH:15])=[O:14])=[CH:8][CH:7]=1)[CH3:4]

Participants

5

Reactant 2

HCID 887MethanolHCID 57667973HCID 57667973, compound

Product 1

HCID 57667992HCID 57667992, compoundYield 100.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
40 °C

Procedure

To a mixed solution of methanol 1.0 mL and ethyl acetate 1.0 mL of 2-(4-acetylanilino)-4-phenethylbenzoic acid 10 mg was added 5% palladium-carbon 2.0 mg at room temperature, and it was stirred under hydrogen atmosphere at 40° C. for 7 hours. After the reaction mixture was cooled to room temperature, insoluble matter was filtrated, and the solvent was removed under reduced pressure to give 2-(4-ethylanilino)-4-phenethylbenzoic acid 9.7 mg of a white solid.

Workup

  1. temperatureAfter the reaction mixture was cooled to room temperature
  2. filtrationinsoluble matter was filtrated
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-167823413baf46fc90636dd6e1e4ff61
Source dataset
uspto-grants-2012_12
Patent number
US08327467B2

Reaction notes

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