Methyl 4-(4-fluorophenyl)-4-oxobutanoate → Methyl 4-(4-fluorophenyl)butanoate

HRID 985760Notes

Reaction equation

HRID 985760 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=O)[CH2:9][CH2:10][C:11]([O:13][CH3:14])=[O:12])=[CH:4][CH:3]=1>CO.[Pd]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][C:11]([O:13][CH3:14])=[O:12])=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 5159157Methyl 4-(4-fluorophenyl)-4-oxobutanoate

Product 1

HCID 140723Methyl 4-(4-fluorophenyl)butanoate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

In a 500 ml round-bottomed flask, 0.095 mol of the compound obtained in Step B is dissolved in 250 ml of methanol. 1 g of 10% activated palladium-on-carbon is added and magnetic stirring is carried out under a hydrogen atmosphere for 12 hours. The palladiated carbon is then filtered off, and the methanol is evaporated off under reduced pressure. The oil obtained is purified by chromatography on silica gel.

Workup

  1. additionis added
  2. filtrationThe palladiated carbon is then filtered off
  3. customthe methanol is evaporated off under reduced pressure
  4. customThe oil obtained
  5. customis purified by chromatography on silica gel

Sources & evidence

ORD record
ord-2460169ffbf14db78f1e83946e09c93d
Source dataset
uspto-grants-2005_03
Patent number
US06872851B1

Reaction notes

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