3-(Pyridin-3-yl)cyclohex-2-en-1-one → 3-(Pyridin-3-yl)cyclohexanone
Reaction equation
[H][H].[N:3]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9]2[CH2:14][CH2:13][CH2:12][C:11](=[O:15])[CH:10]=2)[CH:4]=1>[Pt]=O>[N:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH:9]2[CH2:14][CH2:13][CH2:12][C:11](=[O:15])[CH2:10]2)[CH:4]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 3-pyridin-3-yl-cyclohex-2-enone (1.25 g in 50 mL ethanol) was added 164 mg of platinum oxide catalyst and the mixture subjected to hydrogen at 40 psi. After 2 hours, the catalyst was removed by filtration and the filtrate concentrated in vacuo. Purification of the residue by flash chromatography on silica gel (ethyl acetate:hexane, 1:1) gave the title compound (427 mg).
Workup
- customthe catalyst was removed by filtration
- concentrationthe filtrate concentrated in vacuo
- customPurification of the residue by flash chromatography on silica gel (ethyl acetate:hexane, 1:1)
Sources & evidence
- ORD record
- ord-698989007a404616abe6a07dcf4d9e7e
- Source dataset
- uspto-grants-1998_12
- Patent number
- US05849764
Reaction notes
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