Azobisisobutyronitrile → 1,3-Dibromo-5-(bromomethyl)-2-chlorobenzene
Reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[C:4]([Br:9])[C:3]=1[Cl:10].C1C(=O)N([Br:18])C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C>>[Br:1][C:2]1[CH:7]=[C:6]([CH2:8][Br:18])[CH:5]=[C:4]([Br:9])[C:3]=1[Cl:10]Participants
4
Procedure
To 1,3-dibromo-2-chloro-5-methylbenzene (1000 mg, 3.52 mmol) was added NBS (688 mg, 3.87 mmol) and AIBN (57.7 mg, 0.352 mmol). The mixture was stirred at room temperature for 30 minutes and then heated to 80° C. overnight. The solution was evaporated and the residue was purified by silica gel chromatography (0-5% EtOAc/heaxnes) to provide the title compound (740 mg) as a clear oil.
Workup
- temperatureheated to 80° C. overnight
- customThe solution was evaporated
- customthe residue was purified by silica gel chromatography (0-5% EtOAc/heaxnes)
Sources & evidence
- ORD record
- ord-fdbe0c5583ad4acf86d51d17badb808e
- Source dataset
- uspto-grants-2014_06
- Patent number
- US08742110B2
Reaction notes
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