2-(4-Fluoro-3-methyl-benzylidene)-hexanoic acid → 2-(4-Fluoro-3-methyl-benzyl)-hexanoic acid

HRID 1158123Notes

Reaction equation

HRID 1158123 reaction equation
[F:1][C:2]1[CH:16]=[CH:15][C:5]([CH:6]=[C:7]([CH2:11][CH2:12][CH2:13][CH3:14])[C:8]([OH:10])=[O:9])=[CH:4][C:3]=1[CH3:17]>CO.[Pd]>[F:1][C:2]1[CH:16]=[CH:15][C:5]([CH2:6][CH:7]([CH2:11][CH2:12][CH2:13][CH3:14])[C:8]([OH:10])=[O:9])=[CH:4][C:3]=1[CH3:17]

Participants

4

Reactant 1

HCID 686422372-(4-Fluoro-3-methyl-benzylidene)-hexanoic acid

Product 1

HCID 595125992-(4-Fluoro-3-methyl-benzyl)-hexanoic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 2-(4-Fluoro-3-methyl-benzylidene)-hexanoic acid (0.850 g, 3.600 mmol) in 20 mL of MeOH, was added Pd—C (10 wt % on activated carbon, 0.170 g). After stirring at room temperature under H2 for 16 h, the reaction mixture was filtered through a pad of Celite and washed with MeOH. The filtrate was concentrated under reduced pressure and the crude product was used directly in the next step without further purification. LC-MS: tR=9.3 min; m/z 239 (M+H)+.

Workup

  1. filtrationthe reaction mixture was filtered through a pad of Celite
  2. washwashed with MeOH
  3. concentrationThe filtrate was concentrated under reduced pressure
  4. customthe crude product was used directly in the next step without further purification

Sources & evidence

ORD record
ord-2676037a4820488b90fc49932f2725c2
Source dataset
uspto-grants-2010_10
Patent number
US07807720B2

Reaction notes

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