HCID 54351986, compound → 6-(4-Chlorophenyl)hexanoic acid

HRID 1583747Notes

Reaction equation

HRID 1583747 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])=[CH:4][CH:3]=1>[Pd].C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14])=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 54351986HCID 54351986, compound

Product 1

HCID 135034416-(4-Chlorophenyl)hexanoic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 49.3 g (0.219 mole) of 6-(p-chlorophenyl)hex-5-enoic acid, 3.0 g of 10% Pd/C, and 300 ml of ethyl acetate was hydrogenated at 45 psi and room temperature for 20 hours. The catalyst was removed by filtration through a Celite pad, and the filtrate concentrated to give 21.3 g (43%) of V as an oil, which was used without further purification.

Workup

  1. customThe catalyst was removed by filtration through a Celite pad
  2. concentrationthe filtrate concentrated
  3. customto give 21.3 g (43%) of V as an oil, which
  4. customwas used without further purification

Sources & evidence

ORD record
ord-5f1d7963ee954557a37b05ff68d7d817
Source dataset
uspto-grants-1985_11
Patent number
US04554276

Reaction notes

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