5-(4-Methoxyphenyl)-5-oxopentanoic acid → 5-(4-methoxyphenyl)pentanoic acid

HRID 1881037Notes

Reaction equation

HRID 1881037 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=O)[CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])=[CH:5][CH:4]=1>C(O)C.C(O)(=O)C.[H][H].[Pd]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])=[CH:7][CH:8]=1

Participants

6

Reactant 1

HCID 2668175-(4-Methoxyphenyl)-5-oxopentanoic acid

Product 1

HCID 3445015-(4-methoxyphenyl)pentanoic acidYield 99.3%

Reagents, catalysts & solvents 4

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 702EthanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

5-(4-methoxyphenyl)-5-oxopentanoic acid (8) (11.5 g) from the previous step was dissolved in ethyl alcohol (150 mL) and acetic acid (50 mL), 10% palladium-activated carbon (1.2 g) was added, then stirred overnight in hydrogen atmosphere at room temperature. After filtration and vacuum concentration, the above-identified compound was obtained as a colorless solid (10.7 g, yield 99%).

Workup

  1. filtrationAfter filtration and vacuum concentration

Sources & evidence

ORD record
ord-83bf6ed1cc98472680800b254f355b74
Source dataset
uspto-grants-2012_11
Patent number
US08318781B2

Reaction notes

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