HCID 19374862, compound → Cyclopropyl(3-pyridinyl)methanone
Reaction equation
[CH:1]1([CH:4]([C:6]2[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=2)[OH:5])[CH2:3][CH2:2]1>O1CCOCC1.[O-2].[O-2].[Mn+4]>[N:8]1[CH:9]=[CH:10][CH:11]=[C:6]([C:4]([CH:1]2[CH2:2][CH2:3]2)=[O:5])[CH:7]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
Dissolve 3.35 g of cyclopropyl(3-pyridyl)methanol, the compound obtained in the preceding step, in 75 ml of dioxane and add 13.66 g of manganese dioxide. After 4 hours of stirring under reflux, filter the reaction medium while hot through Celite. The organic solution yields, after evaporating under vacuum, a residue which is purified by chromatography on a silica column, using a mixture of cyclohexane and ethyl acetate (1:1 V/V) as eluent, to obtain cyclopropyl 3-pyridyl ketone.
Workup
- temperatureunder reflux
- filtrationfilter the reaction medium while hot through Celite
- customThe organic solution yields
- customafter evaporating under vacuum
- customa residue which is purified by chromatography on a silica column
- additiona mixture of cyclohexane and ethyl acetate (1:1 V/V) as eluent
Sources & evidence
- ORD record
- ord-4fc6f9c5d1b0483181f460d4592e1437
- Source dataset
- uspto-grants-1995_11
- Patent number
- US05464847
Reaction notes
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