5-[(4-Chlorophenyl)methylidene]-2,2-dimethylcyclopentan-1-one → 5-(4-Chlorobenzyl)-2,2-dimethylcyclopentanone

HRID 440571

Reaction equation

HRID 440571 reaction equation
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([CH:6]=[C:7]2[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2=[O:14])=[CH:4][CH:3]=1.[H][H]>C(O)C.[C].[Pd]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH:7]2[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]2=[O:14])=[CH:15][CH:16]=1

Participants

5

Reactant 2

HCID 534210215-[(4-Chlorophenyl)methylidene]-2,2-dimethylcyclopentan-1-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 114248965-(4-Chlorobenzyl)-2,2-dimethylcyclopentanone

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

5 g of 2-(4-chlorobenzylidene)-5,5-dimethylcylopentanone (prepared in Example 5) was dissolved in 40 ml of ethanol, and 60 mg palladium-carbon (10%) was added to the mixture. The hydrogenation reaction was carried out under normal pressure until theoretical amount of hydrogen was absorbed.

Workup

  1. customThe hydrogenation reaction
  2. customwas absorbed

Sources & evidence

ORD record
ord-374bf906581b40649dcba35c765543d2
Source dataset
uspto-grants-1996_05
Patent number
US05519160

Linked notes

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