Bromine → 1-Bromo-4-[(4-chlorophenyl)sulfanyl]-3,3-dimethylbutan-2-one

HRID 1995923Notes

Reaction equation

HRID 1995923 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH2:9][C:10]([CH3:15])([CH3:14])[C:11](=[O:13])[CH3:12])=[CH:4][CH:3]=1.[Br:16]Br>C(Cl)(Cl)(Cl)Cl>[Br:16][CH2:12][C:11](=[O:13])[C:10]([CH3:15])([CH3:14])[CH2:9][S:8][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 127659734-[(4-Chlorophenyl)sulfanyl]-3,3-dimethylbutan-2-one

Product 1

HCID 127659741-Bromo-4-[(4-chlorophenyl)sulfanyl]-3,3-dimethylbutan-2-oneYield 99%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

97 g (0.4 mol) of 1-(4-chlorophenylmercapto)-2,2-dimethyl-butan-3-one were dissolved in 400 ml of carbon tetrachloride, and 64 g (0.4 mol) of bromine were added dropwise in the course of 30 minutes. The mixture was subsequently stirred at room temperature for 1 hour and was then concentrated by distilling off the solvent. 127 g (99% of theory) of crude 1-bromo-4-(4-chlorophenylmercapto)-3,3-dimethyl-butan-2-one were obtained as a yellowish oil, which was further reacted directly.

Workup

  1. concentrationwas then concentrated
  2. distillationby distilling off the solvent

Sources & evidence

ORD record
ord-be3e3ff37261475caef0fec2671e1748
Source dataset
uspto-grants-1983_09
Patent number
US04406909

Reaction notes

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