Ethanol → 4-(2-(4-n-Propylphenyl)ethyl)cyclohexanone

HRID 342354Notes

Reaction equation

HRID 342354 reaction equation
C(O)C.C1(C)C=CC=CC=1.[CH2:11]([C:14]1[CH:19]=[CH:18][C:17]([CH:20]=[CH:21][CH:22]2[CH2:27][CH2:26][C:25](=[O:28])[CH2:24][CH2:23]2)=[CH:16][CH:15]=1)[CH2:12][CH3:13]>[H][H].[Pd]>[CH2:11]([C:14]1[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][CH:22]2[CH2:23][CH2:24][C:25](=[O:28])[CH2:26][CH2:27]2)=[CH:16][CH:15]=1)[CH2:12][CH3:13]

Participants

6

Reactant 3

HCID 702EthanolHCID 1140TolueneHCID 539175704-(2-(4-n-Propylphenyl)ethenyl)cyclohexanone

Product 1

HCID 543331384-(2-(4-n-Propylphenyl)ethyl)cyclohexanoneYield 94%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 178418361HCID 178418361, compoundSolvent

Procedure

In a liquid mixture comprising 200 ml of ethanol and 200 ml of toluene was dissolved 42 g of the 4-(2-(4-n-propylphenyl)ethenyl)cyclohexanone mentioned above, 4 g of palladium/carbon (5%) was added as catalyst, and they were subjected to a catalytic reduction in hydrogen gas atmosphere. After finishing of the reaction, the catalyst was filtered off and the solvent was distilled off under a reduced pressure to obtain 39.8 g of 4-(2-(4-n-propylphenyl)ethyl)cyclohexanone.

Workup

  1. additionwas added as catalyst
  2. customAfter finishing of the reaction
  3. filtrationthe catalyst was filtered off
  4. distillationthe solvent was distilled off under a reduced pressure

Sources & evidence

ORD record
ord-174de323b7bc4164978b4d180f1e51cc
Source dataset
uspto-grants-1999_01
Patent number
US05858275

Reaction notes

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