p-Cyanocinnamic acid → 3-(4-Cyanophenyl)-propionic acid

HRID 379672Notes

Reaction equation

HRID 379672 reaction equation
[C:1]([C:3]1[CH:13]=[CH:12][C:6]([CH:7]=[CH:8][C:9]([OH:11])=[O:10])=[CH:5][CH:4]=1)#[N:2]>C(=O)([O-])[O-].[K+].[K+].[Pd]>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH2:7][CH2:8][C:9]([OH:11])=[O:10])=[CH:12][CH:13]=1)#[N:2]

Participants

4

Reactant 1

HCID 86773p-Cyanocinnamic acid

Product 1

HCID 93617423-(4-Cyanophenyl)-propionic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 11430Potassium CarbonateSolvent

Procedure

100.1 g (0.578 mol) of 4-cyano-cinnamic acid are taken up in 1400 ml 1N potassium carbonate solution and hydrogenated over palladium-charcoal at 5 bar for 2.5 hours. Then the solution is made slightly acidic and the precipitate is suction filtered, and then dried in the circulating air drier.

Workup

  1. filtrationfiltered
  2. customdried in the circulating air drier

Sources & evidence

ORD record
ord-a94222f8372f46e0b1a841c6bb219b06
Source dataset
uspto-grants-2001_10
Patent number
US06300342B1

Reaction notes

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