Hydrogen Bromide → 3-(2-Bromoacetyl)pyridine
Reaction equation
[C:1]([C:4]1[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=1)(=[O:3])[CH3:2].[BrH:10].BrBr>C(O)(=O)C>[Br:10][CH2:2][C:1]([C:4]1[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=1)=[O:3]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
To a solution of 3-acetylpyridine (5.00 g, 41.3 mmol) in acetic acid (100 ml) was added 47% hydrobromic acid (7.10 ml, 41.3 mmol), and a solution of bromine (2.12 ml, 41.3 mmol) in acetic acid (50 ml) was added dropwise under ice-cooling. After the completion of the dropwise addition, the reaction mixture was heated to 80° C. and the mixture was stirred for one hr. After cooling, the precipitated crystals were collected by filtration, washed with ethanol-ethyl acetate and dried under reduced pressure to give white crystals.
Workup
- temperaturecooling
- additionAfter the completion of the dropwise addition
- temperatureAfter cooling
- filtrationthe precipitated crystals were collected by filtration
- washwashed with ethanol-ethyl acetate
- customdried under reduced pressure
- customto give white crystals
Sources & evidence
- ORD record
- ord-26ccab6342584e5bbb099e2f241e3e82
- Source dataset
- uspto-grants-2006_06
- Patent number
- US07067537B2
Reaction notes
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