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
4-(4-Pyridyl)cyclohex-3-enone ethyleneacetal (4 g) was dissolved in 70 ml of 0.5N hydrochloric acid. To the solution, there was added 400 mg of 10% palladium-carbon. Hydrogenation was carried out at room temperature under atmospheric pressure. After removing out the catalyst and adding an aqueous sodium hydroxide solution to alkalify, the reaction mixture was extracted with methylene chloride to obtain 2.7 g of 4-(4-pyridyl)cyclohexanone.
Workup
- customwas carried out at room temperature under atmospheric pressure
- customAfter removing out the catalyst
- additionadding an aqueous sodium hydroxide solution
- extractionthe reaction mixture was extracted with methylene chloride
Sources & evidence
- ORD record
- ord-0c1e7fc6cc3b428385c4721e4d91775d
- Source dataset
- uspto-grants-1987_01
- Patent number
- US04639521
Reaction notes
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