4'-Hydroxyacetophenone → 2-Bromo-1-(4-hydroxyphenyl)ethanone
Reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[Br:11]Br.C(=O)(O)[O-].[Na+]>CCOCC>[CH:5]1[C:4]([C:1]([CH2:2][Br:11])=[O:3])=[CH:9][CH:8]=[C:7]([OH:10])[CH:6]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
4-Acetylphenol (20 g) in ether (200 mL) was treated with bromine (6.8 mL) and stirred at ambient temperature for 18 hours. The solution was poured into saturated sodium bicarbonate, stirred for 30 minutes and the organic layer separated. The organic portion was washed with saturated sodium bicarbonate, dried over magnesium sulfate, filtered and evaporated to afford the title compound (30 g).
Workup
- stirringstirred for 30 minutes
- customthe organic layer separated
- washThe organic portion was washed with saturated sodium bicarbonate
- dry with materialdried over magnesium sulfate
- filtrationfiltered
- customevaporated
Sources & evidence
- ORD record
- ord-c56bedb66ea340c2b3e2c3252be8914e
- Source dataset
- uspto-grants-2006_08
- Patent number
- US07087757B2
Reaction notes
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