Hydrogen Bromide → Ethanone, 2,2-dibromo-1-(3-pyridinyl)-, hydrobromide
Reaction equation
[C:1]([C:4]1[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=1)(=[O:3])[CH3:2].[BrH:10].[Br:11]Br>O>[BrH:10].[Br:10][CH:2]([Br:11])[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
- 57.5 °C
Procedure
3-Acetylpyridine (50 g, 0.41 mol), 47% aqueous HBr solution (106.6 g, 1.5 equivalent amount relative to 3-acetylpyridine) and water (80 ml) were charged in a reaction vessel and the mixture was stirred at 55-60° C. Bromine (135.2 g, 2.05 equivalent amount relative to 3-acetylpyridine) was added dropwise and the mixture was stirred for one more hour. The mixture was cooled to 5° C. under ice-cooling, and filtered to give 146.7 g of the titled compound as crystals (yield 99.0%).
Workup
- stirringthe mixture was stirred for one more hour
- temperatureThe mixture was cooled to 5° C. under ice-
- temperaturecooling
- filtrationfiltered
Sources & evidence
- ORD record
- ord-3fe0c8d5b9e848c1b32e4410b9de3219
- Source dataset
- uspto-grants-2003_11
- Patent number
- US06649768B1
Reaction notes
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