4-(4-Chlorophenyl)-cyclohex-3-enecarboxylic acid → 4-(4-Chlorophenyl)cyclohexane-1-carboxylic acid

HRID 1939884Notes

Reaction equation

HRID 1939884 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:13][CH2:12][CH:11]([C:14]([OH:16])=[O:15])[CH2:10][CH:9]=2)=[CH:4][CH:3]=1>CCOC(C)=O.[Pd]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[CH2:9][CH2:10][CH:11]([C:14]([OH:16])=[O:15])[CH2:12][CH2:13]2)=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 214650994-(4-Chlorophenyl)-cyclohex-3-enecarboxylic acid

Product 1

HCID 27357924-(4-Chlorophenyl)cyclohexane-1-carboxylic acidYield 99.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

Reduce a solution of the product of STEP 2 (1.36 g) in EtOAc (50 mL) over 10% Pd/C under H2 (50 psi) for 14 h. Filter the catalyst and concentrate the solution to give the title compound (1.36 g).

Workup

  1. filtrationFilter the catalyst
  2. concentrationconcentrate the solution

Sources & evidence

ORD record
ord-70d906e12c1a4e5ab67fdea5055f68ca
Source dataset
uspto-grants-1997_12
Patent number
US05698548

Reaction notes

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