5-(3-Methylphenyl)penta-2,4-dienoic acid → 5-(M-tolyl)pentanoic acid

HRID 324391Notes

Reaction equation

HRID 324391 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=[CH:11][C:12]([OH:14])=[O:13])[CH:5]=[CH:6][CH:7]=1>C(O)C.[Pd]>[CH3:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][CH2:10][CH2:11][C:12]([OH:14])=[O:13])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 542427605-(3-Methylphenyl)penta-2,4-dienoic acid

Product 1

HCID 115935875-(M-tolyl)pentanoic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of the product from step (i) (36.8 g) in ethanol (300 ml) was hydrogenated over 10% palladium on carbon (1 g) at 1 atmosphere pressure for 3 days. The catalyst was removed by filtration and the mother liquor was evaporated under reduced pressure.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe mother liquor was evaporated under reduced pressure

Sources & evidence

ORD record
ord-6659bc85d9ed49769e0425fb8765e4d9
Source dataset
uspto-grants-2001_04
Patent number
US06218376B1

Reaction notes

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