Bromine → 4-Bromo-3-fluorophenacyl bromide
Reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[F:11].[Br:12]Br>C(Cl)(Cl)Cl>[Br:12][CH2:9][C:8]([C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[C:3]([F:11])[CH:4]=1)=[O:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
To a 0° C. solution containing 2.4 g of 1-(4-bromo-3-fluorophenyl)ethanone (11.1 mmols) in 56 mL of CHCl3 was added dropwise 0.57 mL of bromine (11.1 mmols). The reaction was stirred at 0° C. for three hours and then allowed to warm to ambient temperature. The reaction mixture was quenched with 10 mL of saturated aqueous Na2S2O3. The layers were separated, and the organics were dried over MgSO4, filtered through a frit, and concentrated to a yellow solid which was used without further purification.
Workup
- temperatureto warm to ambient temperature
- customThe reaction mixture was quenched with 10 mL of saturated aqueous Na2S2O3
- customThe layers were separated
- dry with materialthe organics were dried over MgSO4
- filtrationfiltered through a frit
- concentrationconcentrated to a yellow solid which
- customwas used without further purification
Sources & evidence
- ORD record
- ord-c3f57d5dc47945f581eb4020fab1a10b
- Source dataset
- uspto-grants-2010_07
- Patent number
- US07749998B2
Reaction notes
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