Bromobenzene → 1-(2-Bromophenyl)pentan-1-one
Reaction equation
[C:1](O)(=[O:6])[CH2:2][CH2:3][CH2:4][CH3:5].ClCC(OC(=O)CCl)=O.[Br:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>ClCC(Cl)(Cl)Cl>[C:1]([C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=1[Br:17])(=[O:6])[CH2:2][CH2:3][CH2:4][CH3:5]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 115 °C
Procedure
In 50 ml of tetrachloroethane were dissolved 5.11 g (0.05 mole) of valeric acid and 9.83 g (0.0575 mole) of monochloroacetic anhydride. To the resulting solution were added 9.42 g (0.06 mole) of bromobenzene and 0.8 g of boron trifluoride-diethyl ether complex and the resulting mixture was then stirred at 115° C. for 10 hours. After completion of the reaction, the reaction solution was cooled and washed successively with water, 5% aqueous sodium carbonate solution and water. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure to obtain 6.75 g of valerylbromobenzene.
Workup
- customAfter completion of the reaction
- temperaturethe reaction solution was cooled
- washwashed successively with water, 5% aqueous sodium carbonate solution and water
- dry with materialThe organic layer was dried over anhydrous magnesium sulfate
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-5a061d4b7f914d01b512268cec9d6b76
- Source dataset
- uspto-grants-1993_08
- Patent number
- US05235068
Reaction notes
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