2-Methyl-1-(pyridin-3-yl)propan-1-ol → 2-Methyl-1-(pyridin-3-yl)propan-1-one
Reaction equation
[CH3:1][CH:2]([CH3:11])[CH:3]([C:5]1[CH:6]=[N:7][CH:8]=[CH:9][CH:10]=1)[OH:4]>ClCCl.[O-2].[O-2].[Mn+4]>[CH3:1][CH:2]([CH3:11])[C:3]([C:5]1[CH:6]=[N:7][CH:8]=[CH:9][CH:10]=1)=[O:4]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
In dichloromethane (60.0 mL) was dissolved 2-methyl-1-(pyridin-3-yl)propan-1-ol (2.16 g, 14.3 mmol) obtained in Step 1. Manganese dioxide (107 g) was added and the mixture was stirred at room temperature for 7 hours. After the reaction mixture was filtered through Celite, the solvent in the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1) to give 2-methyl-1-(pyridin-3-yl)propan-1-one (1.72 g, 81% yield).
Workup
- filtrationAfter the reaction mixture was filtered through Celite
- customthe solvent in the filtrate was evaporated under reduced pressure
- customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/1)
Sources & evidence
- ORD record
- ord-c55eaad45f974d9cbf38123d24b823f2
- Source dataset
- uspto-grants-2015_10
- Patent number
- US09150569B2
Reaction notes
Loading…