1-Bromo-3-chloro-2-iodo-5-(trifluoromethyl)benzene → HCID 71060016, compound
Reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1I.[C:14]([Cu])#[N:15]>CN(C=O)C.C(Cl)Cl>[Br:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[C:14]#[N:15]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 100 °C
Procedure
1-bromo-3-chloro-2-iodo-5-(trifluoromethyl)benzene (8.0 g, 20.6 mmol) and CuCN (1.9 g, 20.6 mmol) were dissolved in DMF (20 mL) and heated 100° C. After 2 h the temperature was increased to 110° C. After 3 h the reaction was cooled to room temperature, diluted with DCM, filtered, concentrated, and purified via column chromatography to yield the title compound.
Workup
- temperatureAfter 2 h the temperature was increased to 110° C
- temperatureAfter 3 h the reaction was cooled to room temperature
- filtrationfiltered
- concentrationconcentrated
- custompurified via column chromatography
Sources & evidence
- ORD record
- ord-8519e4132f5d4c42ad1b5d85a7a51385
- Source dataset
- uspto-grants-2014_06
- Patent number
- US08748624B2
Reaction notes
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