HCID 57636644, compound → Ethyl 3-(2,6-difluoro-4-methoxyphenyl)propanoate

HRID 2110843Notes

Reaction equation

HRID 2110843 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[C:4]([F:10])[C:3]=1/[CH:11]=[CH:12]/[C:13]([O:15][CH2:16][CH3:17])=[O:14]>O1CCCC1.C(O)C.[C].[Pd]>[F:1][C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[C:4]([F:10])[C:3]=1[CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14]

Participants

5

Reactant 1

HCID 57636644HCID 57636644, compound

Product 1

HCID 23082987Ethyl 3-(2,6-difluoro-4-methoxyphenyl)propanoateYield 105.5%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Ethyl (2E)-3-(2,6-difluoro-4-methoxyphenyl)acrylate (1.1 g, 4.54 mmol) was dissolved in a mixed solvent of tetrahydrofuran (30 mL) and ethanol (30 mL), 10% palladium-carbon (50% water-containing product, 0.30 g) was added, and the mixture was stirred under a hydrogen atmosphere at room temperature for 5 hr. The catalyst was filtered off and the obtained filtrate was concentrated to give the title compound (1.17 g, yield 100%) as a colorless oil. MS: m/z 245 (MH+).

Workup

  1. additionwas added
  2. filtrationThe catalyst was filtered off
  3. concentrationthe obtained filtrate was concentrated

Sources & evidence

ORD record
ord-453e52c2876d45c6b971f8ef4ac17093
Source dataset
uspto-grants-2009_04
Patent number
US07517910B2

Reaction notes

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