4-Methoxy cinnamic acid → 3-(p-Methoxyphenyl)propionic acid

HRID 704396

Reaction equation

HRID 704396 reaction equation
[CH3:1][O:2][C:3]1[CH:13]=[CH:12][C:6]([CH:7]=[CH:8][C:9]([OH:11])=[O:10])=[CH:5][CH:4]=1.[H][H]>CO.[Pd]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])=[CH:12][CH:13]=1

Participants

5

Reactant 2

HCID 132454-Methoxy cinnamic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 957503-(p-Methoxyphenyl)propionic acidYield 100.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

10% Palladium-on-carbon (200 mg) was added to a solution of 5.34 g of 4-methoxycinnamic acid in methanol, and the mixture was stirred under hydrogen until hydrogen gas absorption ceased. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure to give 5.43 g of 3-(4-methoxyphenyl)propionic acid.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-267d2b1845324df4bb8b26e892935043
Source dataset
uspto-grants-1991_01
Patent number
US04987132

Linked notes

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