4'-Hydroxyacetophenone → 2-Bromo-1-(4-hydroxyphenyl)ethanone
Reaction equation
[CH3:1][C:2]([C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][CH:9]=1)=[O:3].[Br:11]Br>O1CCOCC1>[Br:11][CH2:1][C:2]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1)=[O:3]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 4-hydroxyacetophenone (2.5 g, 18.3 mmol) (Aldrich) in dioxane (10 mL) was added dropwise a solution of bromine (3.22 g, 20.1 mmol) in dioxane (20 mL). After stirring for 10 minutes, the mixture was concentrated in vacuo and the residue was recrystalized from methanol to provide 2-bromo-1-(4-hydroxyphenyl)ethanone (1.73 g, 44% yield).
Workup
- concentrationthe mixture was concentrated in vacuo
- customthe residue was recrystalized from methanol
Sources & evidence
- ORD record
- ord-1467451901b34110b095a0f9bc4d4385
- Source dataset
- uspto-grants-2006_08
- Patent number
- US07094896B2
Reaction notes
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