Benzene, 1-iodo-2-(trifluoromethyl)- → 1,1'-Biphenyl, 2,2'-bis(trifluoromethyl)-
Reaction equation
I[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([F:11])([F:10])[F:9]>[Cu].CN(C=O)C>[F:9][C:8]([F:11])([F:10])[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([F:11])([F:10])[F:9]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a 2-L three-necked, round-bottom flask fitted with a mechanical stirrer and a condenser was added 507.5 g of 2-iodotrifluoromethylbenzene (1.86 mol), 282.0 g of copper powder and 400 ml of DMF. The reaction mixture was stirred and heated at reflux for 24 hours and filtered. The filtrate was distilled under reduced pressure to yield 211.8 g (78%) of a light yellow oil.
Workup
- customTo a 2-L three-necked, round-bottom flask fitted with a mechanical stirrer and a condenser
- temperatureheated
- temperatureat reflux for 24 hours
- filtrationfiltered
- distillationThe filtrate was distilled under reduced pressure
Sources & evidence
- ORD record
- ord-b8b25c1aa56a4d11a472817993e8beff
- Source dataset
- uspto-grants-2006_06
- Patent number
- US07058249B2
Reaction notes
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