HCID 21187675, compound → 4-(2-Methoxyphenyl)cyclohexan-1-one

HRID 1637078Notes

Reaction equation

HRID 1637078 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[CH2:14][CH2:13][C:12](=[O:15])[CH2:11][CH:10]=1.COC1C=CC=CC=1C1CCC(=O)C=C1>[Pd].C(OC(=O)C)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]1[CH2:14][CH2:13][C:12](=[O:15])[CH2:11][CH2:10]1

Participants

5

Reactant 2

HCID 21187675HCID 21187675, compoundHCID 21187686HCID 21187686, compound

Product 1

HCID 211876704-(2-Methoxyphenyl)cyclohexan-1-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a suspension of palladium on carbon (3.75 g, 25% wt) in 200 mL ethylacetate was added a 1:2 mixture of 4-(2-Methoxy-phenyl)-cyclohex-3-enone and 4-(2-Methoxy-phenyl)-cyclohex-2-enone (15 g, 75.0 mmol) under argon. The suspension was stirred under a hydrogen at 1 atm. for 6.5 h, filtered through celite, concentrated in vacuo, and crystallized from ethylacetate to give 4-(2-Methoxy-phenyl)-cyclohexanone.

Workup

  1. additionwas added
  2. filtrationfiltered through celite
  3. concentrationconcentrated in vacuo
  4. customcrystallized from ethylacetate

Sources & evidence

ORD record
ord-03d31dcf7a214316ae87d207b16dc214
Source dataset
uspto-grants-2000_03
Patent number
US06037354

Reaction notes

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