4-(1,4-Dioxaspiro[4.5]dec-7-en-8-yl)pyridine → Cyclohexanone, 4-(4-pyridinyl)-
Reaction equation
C1O[C:4]2([CH2:9][CH2:8][C:7]([C:10]3[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=3)=[CH:6][CH2:5]2)[O:3]C1>Cl.[C].[Pd]>[N:13]1[CH:14]=[CH:15][C:10]([CH:7]2[CH2:6][CH2:5][C:4](=[O:3])[CH2:9][CH2:8]2)=[CH:11][CH:12]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
In 70 ml of 0.5N hydrochloric acid was dissolved 4 g of 4-(4-pyridyl)cyclohex-3-enone ethyleneacetal and, 400 mg of 10% palladium-carbon was added to the solution followed by hydrogenation at normal temperature under normal pressure. After completion of the reaction, the catalyst was removed. After the system was rendered alkaline with a sodium hydroxide aqueous solution, it was extracted with methylene chloride to give 2.7 g of 4-(4-pyridyl)cyclohexanone.
Workup
- additionwas added to the solution
- customAfter completion of the reaction
- customthe catalyst was removed
- extractionwas extracted with methylene chloride
Sources & evidence
- ORD record
- ord-9062c33e34f0478e821659a29094c4d9
- Source dataset
- uspto-grants-1989_07
- Patent number
- US04845228
Reaction notes
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