N-bromobutanimide → 1-Bromo-2-(bromomethyl)-3-(trifluoromethyl)benzene

HRID 2163158Notes

Reaction equation

HRID 2163158 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([F:11])([F:10])[F:9])[C:3]=1[CH3:12].[N+](C1C=CC=C(C(F)(F)F)C=1C)([O-])=O.[Br:27]N1C(=O)CCC1=O>>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([C:8]([F:9])([F:10])[F:11])[C:3]=1[CH2:12][Br:27]

Participants

4

Reactant 3

HCID 67184N-bromobutanimideHCID 81171alpha,alpha,alpha-Trifluoro-3-nitro-o-xyleneHCID 27756341-Bromo-2-methyl-3-(trifluoromethyl)benzene

Product 1

HCID 227541361-Bromo-2-(bromomethyl)-3-(trifluoromethyl)benzene

Procedure

The methyl group of 2-bromo-6-trifluoromethyltoluene was brominated by reacting 47.8 g. of the toluene with 39.2 g. of N-bromosuccinimide under ultraviolet radiation. 77.5 g. of an orange oil comprising 2-bromo-6-trifluoromethylbenzyl bromide were obtained.

Sources & evidence

ORD record
ord-99383017395a4336a01927d0ad5d6d9c
Source dataset
uspto-grants-1979_01
Patent number
US04132737

Reaction notes

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