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Benzoyl Peroxide → 1-(broMoMethyl)-4-((trifluoroMethyl)sulfonyl)benzene

HRID 6203
Notes
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Reaction equation

HRID 6203 reaction equation
[S:1]([C:8]1[CH:13]=[CH:12][C:11]([CH3:14])=[CH:10][CH:9]=1)([C:4]([F:7])([F:6])[F:5])(=[O:3])=[O:2].[Br:15]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[S:1]([C:8]1[CH:13]=[CH:12][C:11]([CH2:14][Br:15])=[CH:10][CH:9]=1)([C:4]([F:5])([F:6])[F:7])(=[O:3])=[O:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 8822461-Methyl-4-((trifluoromethyl)sulfonyl)benzene

Product 1

HCID 153235981-(broMoMethyl)-4-((trifluoroMethyl)sulfonyl)benzene

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent2×

Procedure

A stirred solution of 22.4 g (0.1 mole) of 4-triflyltoluene, 178 g (0.1 mole) of N-bromosuccinimide, and 0.48 g (0.2 mole %) of benzoyl peroxide in carbon tetrachloride is heated at reflux for 20 hours. After cooling to room temperature, the reaction is diluted by the addition of carbon tetrachloride, and the solid byproducts are removed by filtration. The filtrate is concentrated in vacuo, and the product is purified by recrystallization from benzene.

Workup

  1. temperatureat reflux for 20 hours
  2. customthe solid byproducts are removed by filtration
  3. concentrationThe filtrate is concentrated in vacuo
  4. customthe product is purified by recrystallization from benzene

Sources & evidence

ORD record
ord-7218c825a19c4b7087dc142778ad78c1
Source dataset
uspto-grants-1993_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05247042

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes