4-Hydroxyphenylpyruvic Acid → (+-)-3-(4-Hydroxyphenyl)lactic acid

HRID 2292858Notes

Reaction equation

HRID 2292858 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9](=[O:13])[C:10]([OH:12])=[O:11])=[CH:4][CH:3]=1.[H][H]>C(O)(C)C.[Pd]>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH:9]([OH:13])[C:10]([OH:12])=[O:11])=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 9794-Hydroxyphenylpyruvic AcidHCID 178418361HCID 178418361, compound

Product 1

HCID 9378(+-)-3-(4-Hydroxyphenyl)lactic acidYield 96.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3776IsopropanolSolvent

Procedure

10 g of 3-(4-hydroxyphenyl)pyruvic acid were dissolved in 50 ml of isopropyl alcohol, and 0.3 g of 10% palladium on charcoal was added thereto. The mixture was stirred at 25° C. under atmospheric pressure for 6 hours in a hydrogen stream. After completion of the reaction, the catalyst was removed by filtration, and the filtrate was concentrated under reduced pressure to give 9.8 g of 3-(4-hydroxyphenyl)lactic acid as colorless crystals.

Workup

  1. customAfter completion of the reaction
  2. customthe catalyst was removed by filtration
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-092a91ae2f044cbfba2f7b8db219e536
Source dataset
uspto-grants-1997_11
Patent number
US05684186

Reaction notes

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