4-Acetylaminocinnamic acid → 3-(4-Acetamidophenyl)propanoic acid

HRID 1604528Notes

Reaction equation

HRID 1604528 reaction equation
[C:1]([NH:4][C:5]1[CH:15]=[CH:14][C:8]([CH:9]=[CH:10][C:11]([OH:13])=[O:12])=[CH:7][CH:6]=1)(=[O:3])[CH3:2]>CO.[Pd]>[C:1]([NH:4][C:5]1[CH:15]=[CH:14][C:8]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 2515224-Acetylaminocinnamic acid

Product 1

HCID 2329113-(4-Acetamidophenyl)propanoic acidYield 85.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

4-Acetamidocinnamic acid (80 mg) was suspended in methanol (5 ml) and 10% palladium on carbon (15 mg) was added thereto. The mixture was stirred under hydrogen atmosphere at 25° C. for 3 hours. Catalyst was removed and the solution was concentrated to give 3-(4-acetamidophenyl)propionic acid (69 mg) as a solid.

Workup

  1. customCatalyst was removed
  2. concentrationthe solution was concentrated

Sources & evidence

ORD record
ord-ddc6aa0820134d3b932a03957f2c437b
Source dataset
uspto-grants-1999_11
Patent number
US05994368

Reaction notes

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