4-(3-Pyridyl)cyclohex-3-en-1-one ethylene acetal → 4-(3-Pyridyl)cyclohexanone ethylene acetal

HRID 655157Notes

Reaction equation

HRID 655157 reaction equation
[CH2:1]1[O:16][C:4]2([CH2:9][CH2:8][C:7]([C:10]3[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=3)=[CH:6][CH2:5]2)[O:3][CH2:2]1>CCOC(C)=O.[Pd]>[CH2:2]1[O:3][C:4]2([CH2:5][CH2:6][CH:7]([C:10]3[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=3)[CH2:8][CH2:9]2)[O:16][CH2:1]1

Participants

4

Reactant 1

HCID 200349034-(3-Pyridyl)cyclohex-3-en-1-one ethylene acetal

Product 1

HCID 578925504-(3-Pyridyl)cyclohexanone ethylene acetalYield 99.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 4-(3-pyridyl)cyclohex-3-en-1-one ethylene acetal (4.80 g, 22.1 mmol) in EtOAc (50 mL) containing 10% Pd/C (458 mg) was hydrogenated under atmospheric pressure for 3 h. After filtration of the catalyst, the solution was concentrated in vacuo, to yield 4-(3-pyridyl)cyclohexanone ethylene acetal (4.81 g, 99%) as yellow solid.

Workup

  1. filtrationAfter filtration of the catalyst
  2. concentrationthe solution was concentrated in vacuo

Sources & evidence

ORD record
ord-aeafbf19eef1400b9856273dd5efa6b4
Source dataset
uspto-grants-2011_12
Patent number
US08071591B2

Reaction notes

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