2,5 Dibromotoluene → 1,4-Dibromo-2-(bromomethyl)benzene
Reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[CH3:9].[Br:10]Br>[W]>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][C:3]=1[CH2:9][Br:10]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
33 g (0.1 mole) 2,5-dibromo toluene is placed in a 100 ml three-necked flask, fitted with a reflux condenser, a sealed mechanical stirrer, and a separatory funnel with the stem reaching nearly to the bottom of the flask. The flask is illuminated with two 300-watt tungsten lamps during the reaction. The flask is heated in an oil bath to 150.C, and 18.4 g (5.9 ml, 0.115 mole) bromine is added over two hours. The mixture is stirred for an additional 10 minutes, and the contents, while still liquid, are poured into a 500 ml round-bottom flask containing 300 ml of hot light petroleum ether and 2 g decolorizing carbon. A reflux condenser is attached, and the mixture is heated to reflux until the material dissolves, then rapidly filtered through a pre-heated Buchner funnel. The filtrate is cooled and washed with cold light petroleum.
Workup
- customfitted with a reflux condenser, a sealed mechanical stirrer, and a separatory funnel with the stem
- additionis added over two hours
- additionthe contents, while still liquid, are poured into a 500 ml round-bottom flask
- customA reflux condenser is attached
- temperaturethe mixture is heated
- temperatureto reflux until the material
- dissolutiondissolves
- filtrationrapidly filtered through a pre-heated Buchner funnel
- temperatureThe filtrate is cooled
- washwashed with cold light petroleum
Sources & evidence
- ORD record
- ord-de53dc56bb864eaab084e2a0f194edd0
- Source dataset
- uspto-grants-1993_07
- Patent number
- US05227457
Reaction notes
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