Hydrogen Bromide → 2-Bromo-1-(4-methylpyridin-3-yl)propan-1-one
Reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[C:8](=[O:11])[CH2:9][CH3:10].[BrH:12].BrBr>C(O)(=O)C>[Br:12][CH:9]([CH3:10])[C:8]([C:3]1[CH:4]=[N:5][CH:6]=[CH:7][C:2]=1[CH3:1])=[O:11]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 10 °C
Procedure
To a solution of 1-(4-methylpyridin-3-yl)propan-1-one (4.72 g) in acetic acid (35 ml) was added hydrobromic acid (5.5 ml) and the mixture was cooled to 10° C. A solution of bromine (5.0 g) in acetic acid (15 ml) was gradually added to the reaction mixture and the mixture was stirred at 80° C. for one hr. The solvent was evaporated under reduced pressure and the residue was recrystallized from ethyl acetate to give the title compound (5.56 g) as a pale-yellow powder.
Workup
- customThe solvent was evaporated under reduced pressure
- customthe residue was recrystallized from ethyl acetate
Sources & evidence
- ORD record
- ord-2e671ef3254c43099360f5c9169a8a32
- Source dataset
- uspto-grants-2006_06
- Patent number
- US07067537B2
Reaction notes
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