Bromine → 1-Bromo-5-chloro-1-(4-chlorophenoxy)-3,3-dimethylpentan-2-one

HRID 464392Notes

Reaction equation

HRID 464392 reaction equation
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][CH2:7][C:8](=[O:15])[C:9]([CH3:14])([CH3:13])[CH2:10][CH2:11][Cl:12])=[CH:4][CH:3]=1.[Br:18]Br>C(Cl)Cl>[Br:18][CH:7]([O:6][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:17][CH:16]=1)[C:8](=[O:15])[C:9]([CH3:13])([CH3:14])[CH2:10][CH2:11][Cl:12]

Participants

4

Reactant 2

HCID 24408BromineHCID 132542805-Chloro-1-(4-chlorophenoxy)-3,3-dimethylpentan-2-one

Product 1

HCID 132542811-Bromo-5-chloro-1-(4-chlorophenoxy)-3,3-dimethylpentan-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

136 g (0.5 mol) of 1-(4-chlorophenoxy)-5-chloro-3,3-dimethyl-2-pentanone are dissolved in 1000 ml of methylene chloride. 79.9 g (1 mol) of bromine are added dropwise at room temperature such that the solution is always decolorized. The reaction mixture is then subsequently stirred at room temperature for 1 hour and is concentrated by distilling off the solvent. A quantitative yield, that is to say 177 g, of 1-bromo-1-(4-chlorophenoxy)-5-chloro-3,3-dimethyl-2-pentanone is obtained, and is further reacted directly. ##STR29##

Workup

  1. concentrationis concentrated
  2. distillationby distilling off the solvent

Sources & evidence

ORD record
ord-c82b09cc2ed9450597913b666c2b12ba
Source dataset
uspto-grants-1985_10
Patent number
US04547515

Reaction notes

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