Benzoyl chloride, 3-bromo- → 3-Bromobenzophenone
Reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5](Cl)=[O:6].[Cl-].[Al+3].[Cl-].[Cl-]>C1C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([C:5]([C:2]2[CH:3]=[CH:4][CH:8]=[CH:9][CH:10]=2)=[O:6])[CH:8]=[CH:9][CH:10]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
Under ice-cooling, to a solution of 3-bromobenzoyl chloride (9.50 g, 43.3 mmol) in benzene (30 mL) was added aluminum chloride (III) (6.93 g, 52.0 mmol) by small portions, and the mixture was heated to 50° C. and stirred for 2 hrs. The reaction mixture was poured into ice water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-5% ethyl acetate/hexane) to give the title compound (10.7 g, yield 95%) as pale-red crystals.
Workup
- extractionthe mixture was extracted with ethyl acetate
- washThe extract was washed with saturated brine
- dry with materialdried over magnesium sulfate
- customthe solvent was evaporated under reduced pressure
- customThe residue was purified by silica gel column chromatography (hexane-5% ethyl acetate/hexane)
Sources & evidence
- ORD record
- ord-f62adbbc5867451a9575eb530a90c997
- Source dataset
- uspto-grants-2011_06
- Patent number
- US07960369B2
Reaction notes
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