Hydrogen Bromide → 2-Bromo-1-(pyridin-4-yl)ethanone
Reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[BrH:10].BrBr>C(O)(=O)C>[Br:10][CH2:2][C:1]([C:4]1[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=1)=[O:3]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
4-Acetylpyridine (3.62 g, 29.9 mmol) was added with acetic acid (30 ml) and 47% hydrobromic acid (5.3 ml) at room temperature, subsequently added dropwise with bromine (1.6 ml in total) four times at an interval of 5 minutes, stirred at room temperature for 2 hours and 30 minutes. The mixture was further added with bromine (1.6 ml), and stirred at room temperature for 20 hours. The reaction solution was filtered, and the resulting crystals were washed with diethyl ether and dried to obtain 12.43 g of the title compound as a salt of hydrogen bromide in the form of orange crystals without purification.
Workup
- stirringstirred at room temperature for 20 hours
- filtrationThe reaction solution was filtered
- washthe resulting crystals were washed with diethyl ether
- customdried
Sources & evidence
- ORD record
- ord-f675f5a41e374bab99154884b6223bf6
- Source dataset
- uspto-grants-2006_06
- Patent number
- US07056917B2
Reaction notes
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