Benzoyl Peroxide → 4-(Trifluoromethylthio)benzyl bromide

HRID 1441051Notes

Reaction equation

HRID 1441051 reaction equation
[F:1][C:2]([F:12])([F:11])[S:3][C:4]1[CH:9]=[CH:8][C:7]([CH3:10])=[CH:6][CH:5]=1.[Br:13]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[F:12][C:2]([F:11])([F:1])[S:3][C:4]1[CH:5]=[CH:6][C:7]([CH2:10][Br:13])=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 27779084-(Trifluoromethylthio)toluene

Product 1

HCID 27778824-(Trifluoromethylthio)benzyl bromide

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 4-trifluoromethylthiotoluene (1.5 g.), N-bromosuccinimide (1.53 g.) and benzoyl peroxide (0.05 g.) in dry carbon tetrachloride (30 ml.) was refluxed, with stirring for 4 hours. The mixture was cooled and filtered. The filtrates were evaporated in vacuo and 4-trifluoromethylthiobenzyl bromide was obtained as a crystalline solid (2.5 g.).

Workup

  1. temperaturewas refluxed
  2. temperatureThe mixture was cooled
  3. filtrationfiltered
  4. customThe filtrates were evaporated in vacuo

Sources & evidence

ORD record
ord-d614de83636b4cbfa41b2ca6bac7ffc2
Source dataset
uspto-grants-1996_03
Patent number
US05502073

Reaction notes

Loading…