5-(4-Fluoro-phenyl)-4-methyl-pent-4-enoic acid ethyl ester → 5-(4-Fluoro-phenyl)-4-methyl-pentanoic acid ethyl ester

HRID 2100472

Reaction equation

HRID 2100472 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[CH2:5][CH2:6][C:7]([CH3:16])=[CH:8][C:9]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=1)[CH3:2]>[Pd].C(O)C>[CH2:1]([O:3][C:4](=[O:17])[CH2:5][CH2:6][CH:7]([CH3:16])[CH2:8][C:9]1[CH:10]=[CH:11][C:12]([F:15])=[CH:13][CH:14]=1)[CH3:2]

Participants

4

Reactant 1

HCID 685649295-(4-Fluoro-phenyl)-4-methyl-pent-4-enoic acid ethyl ester

Product 1

HCID 685678355-(4-Fluoro-phenyl)-4-methyl-pentanoic acid ethyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A slurry of palladium on charcoal (10%, 1.00 g) and 5-(4-fluoro-phenyl)-4-methyl-pent-4-enoic acid ethyl ester (1.01 g) in ethanol (20 ml) was stirred for 2 h under an atmosphere of hydrogen. The reaction mixture was filtered (dicalite), and the solvent was evaporated. Upon evaporation of the solvent, 5-(4-fluoro-phenyl)-4-methyl-pentanoic acid ethyl ester was obtained; the compound was used in the next step without further purification. MS: m/e=239.3 [M+H+].

Workup

  1. filtrationThe reaction mixture was filtered (dicalite)
  2. customthe solvent was evaporated
  3. customUpon evaporation of the solvent

Sources & evidence

ORD record
ord-50134e9f42674f89945b28c497940af7
Source dataset
uspto-grants-2009_08
Patent number
US07572801B2

Linked notes

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