HCID 15107610, compound → HCID 14555435, compound

HRID 2372944Notes

Reaction equation

HRID 2372944 reaction equation
[Cl:1][C:2]1[C:3]([CH3:14])=[C:4]([C:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1>C(O)C.[Pd].[C]>[CH:8]1([C:4]2[C:3]([CH3:14])=[C:2]([Cl:1])[CH:7]=[CH:6][CH:5]=2)[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]1

Participants

4

Reactant 1

HCID 15107610HCID 15107610, compound

Product 1

HCID 14555435HCID 14555435, compoundYield 49.8%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

103 g of 1-(3'-chloro-2'-methylphenyl)-cyclohexene are dissolved in 1,200 ml of ethanol, and 5 g of Pd/carbon are added. Hydrogenation is carried out for 8 hours at room temperature and under a hydrogen pressure of 80 bar. The catalyst is filtered off from the reaction mixture and the solution is evaporated down. Fractional distillation gives 51.8 g of 3-cyclohexyl-2-methylchlorobenzene (Example 3 in Table 1).

Workup

  1. filtrationThe catalyst is filtered off from the reaction mixture
  2. customthe solution is evaporated down
  3. distillationFractional distillation

Sources & evidence

ORD record
ord-0762fb2e6b3a431a81aeb4ca9dbeb33e
Source dataset
uspto-grants-1992_03
Patent number
US05101061

Reaction notes

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