3-(2,3-Difluorophenyl)-2-propenoic acid → 3-(2,3-difluorophenyl)propanoic Acid

HRID 2374728Notes

Reaction equation

HRID 2374728 reaction equation
[F:1][C:2]1[C:12]([F:13])=[CH:11][CH:10]=[CH:9][C:3]=1[CH:4]=[CH:5][C:6]([OH:8])=[O:7]>C(O)C.[Pd]>[F:1][C:2]1[C:12]([F:13])=[CH:11][CH:10]=[CH:9][C:3]=1[CH2:4][CH2:5][C:6]([OH:8])=[O:7]

Participants

4

Reactant 1

HCID 27369613-(2,3-Difluorophenyl)-2-propenoic acid

Product 1

HCID 37993363-(2,3-difluorophenyl)propanoic AcidYield 97.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 2,3-difluorocinnamic acid (9.14 g) in ethanol (250 ml) with 10% palladium/carbon catalyst was hydrogenated for 5 h at room temperature and atmospheric pressure. The reaction mixture was filtered through celite and concentrated in vacuo to give the title compound as a colourless solid (9.05 g, quant.) 1H-NMR (CDCl3) δ 2.70 (2H, t), 3.02 (2H, t) and 7.01 (3H, m).

Workup

  1. filtrationThe reaction mixture was filtered through celite and
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-a8a747a7d5fa4759bcd70a634bd91f5a
Source dataset
uspto-grants-2008_12
Patent number
US07462620B2

Reaction notes

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