Azobisisobutyronitrile → 1-(Bromomethyl)-4-nitro-2-(trifluoromethyl)benzene
Reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[C:11]([F:14])([F:13])[F:12].C1C(=O)N([Br:22])C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C>>[Br:22][CH2:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[C:11]([F:12])([F:13])[F:14]Participants
4
Conditions
- Temperature
- 80 °C
Procedure
1-Methyl-4-nitro-2-(trifluoromethyl)benzene (25 g, 122 mmol) was stirred in a solvent of dichloethane (300 mL). The reaction solution was added with NBS (21.7 g, 122 mmol) and AIBN (2.0 g, 12.2 mmol), followed by stirring for about 12 hours at 80° C. The solid thus obtained was filtered under reduced pressure and dried with warm wind in an oven (40° C.) for 3 hours or more to obtain the title compound (34 g, 98%).
Workup
- customThe solid thus obtained
- filtrationwas filtered under reduced pressure
- customdried
- temperaturewith warm wind in an oven (40° C.) for 3 hours or more
Sources & evidence
- ORD record
- ord-f2c6bea874124f0c9fde6c00a99eb2fe
- Source dataset
- uspto-grants-2016_07
- Patent number
- US09388165B2
Reaction notes
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