3-(4-Fluoro-3-methoxyphenyl)prop-2-enoic acid → 3-(4-Fluoro-3-methoxyphenyl)propanoic acid

HRID 2100723Notes

Reaction equation

HRID 2100723 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10]([OH:12])=[O:11])=[CH:4][C:3]=1[O:13][CH3:14].[H][H]>C(OCC)(=O)C.CO.[Pd]>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10]([OH:12])=[O:11])=[CH:4][C:3]=1[O:13][CH3:14]

Participants

6

Reactant 2

HCID 534043133-(4-Fluoro-3-methoxyphenyl)prop-2-enoic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 210986063-(4-Fluoro-3-methoxyphenyl)propanoic acidYield 99%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

3-(4-Fluoro-3-methoxy-phenyl)-acrylic acid (6.2 g, 31.6 mmol) and Pd—C (10%, 620 mg) in ethyl acetate and methanol (1:1, 400 ml) was placed in a Parr apparatus. After the appropriate amount of hydrogen was taken up, the catalyst was filtered and the filtrate was concentrated in vacuo to give 6.2 g white solid (99% yield). LC-MS: m/e 197 (M−1)

Workup

  1. filtrationthe catalyst was filtered
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-6f7d20897a1a4db185d7b0e41e78a833
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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