Acetic Acid → 2,4'-Dibromopropiophenone
Reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:11])[CH2:9][CH3:10])=[CH:4][CH:3]=1.C(O)(=O)C.[Br:16]Br>O>[Br:16][CH:9]([CH3:10])[C:8]([C:5]1[CH:4]=[CH:3][C:2]([Br:1])=[CH:7][CH:6]=1)=[O:11]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 10 °C
Procedure
Dissolving 5.0 g (23 mmol) of 4′-bromopropiophenon into 50 milliliter of acetic acid, and adding 3.7 g (23 mmol) of bromine while cooling with ice, stirred at the temperature of 10° C. for 3 hours. After the color of bromine disappeared, adding water and an extraction was carried out using dichloro-methane. Washing the organic layer with water, it was dried with the use of sodium sulfate. The solvent was removed by distillation and the resultant crystals were washed with hexane thereby obtaining 4.3 g of 2,4′-dibromopropiophenon (yield: 63%).
Workup
- temperaturewhile cooling with ice
- extractionan extraction
- washWashing the organic layer with water, it
- dry with materialwas dried with the use of sodium sulfate
- customThe solvent was removed by distillation
- washthe resultant crystals were washed with hexane
Sources & evidence
- ORD record
- ord-d5e9e381744b4dad9487ebbcb5f6bf1d
- Source dataset
- uspto-grants-2011_01
- Patent number
- US07867629B2
Reaction notes
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