Reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.[Br:11]Br>C(O)(=O)C>[Br:11][CH2:9][C:8]([C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][CH:4]=1)=[O:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
Into a 250-mL 3-necked round-bottom flask, was placed a solution of 1-(4-bromophenyl)ethanone (10.0 g, 50.25 mmol, 1.00 equiv) in acetic acid (50 mL). This was followed by the addition of a solution of bromine (8.2 g, 1.05 equiv) in acetic acid (50 mL) dropwise with stirring at 60° C. over 90 min. The resulting solution was stirred for 3 h at 60° C. The resulting mixture was concentrated under vacuum. The crude product was re-crystallized from petroleum ether/ethyl acetate in the ratio of 7:1. This resulted in 9.3 g (67%) of the title compound as a yellow solid.
Workup
- customInto a 250-mL 3-necked round-bottom flask, was placed
- stirringThe resulting solution was stirred for 3 h at 60° C
- concentrationThe resulting mixture was concentrated under vacuum
- customThe crude product was re-crystallized from petroleum ether/ethyl acetate in the ratio of 7:1
Sources & evidence
- ORD record
- ord-531419fd15e1467baf639234e50ceeb9
- Source dataset
- uspto-grants-2013_09
- Patent number
- US08541448B2
Linked notes
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