3-(4-Methoxyphenyl)-2-phenylprop-2-enoic acid → 3-(4-Methoxyphenyl)-2-phenylpropionic acid

HRID 1935734

Reaction equation

HRID 1935734 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]=[C:10]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:11]([OH:13])=[O:12])=[CH:5][CH:4]=1>[Pd].C(O)(=O)C>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH:10]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:11]([OH:13])=[O:12])=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 2366983-(4-Methoxyphenyl)-2-phenylprop-2-enoic acid

Product 1

HCID 977393-(4-Methoxyphenyl)-2-phenylpropionic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

Palladium on activated carbon (10% wt., 2.77 g) was added to a solution of 3-(4-methoxyphenyl)-2-phenylacrylic acid (27.7 g, 0.11 mol) in acetic acid (1000 ml). The mixture was hydrogenated at ambient temperature. The mixture was filtered through Celite, and the solvent was evaporated. The product was recrystallized from a small amount of ethyl acetate. Melting point 220-221° C.

Workup

  1. customwas hydrogenated at ambient temperature
  2. filtrationThe mixture was filtered through Celite
  3. customthe solvent was evaporated
  4. customThe product was recrystallized from a small amount of ethyl acetate

Sources & evidence

ORD record
ord-1882dce487974d0793678a129d3179de
Source dataset
uspto-grants-2002_05
Patent number
US06388090B2

Linked notes

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