Water → 1-Bromo-1-(2,4-dichlorophenoxy)-3,3-dimethyl-4-fluoro-2-butanone

HRID 2198772Notes

Reaction equation

HRID 2198772 reaction equation
[Cl:1][C:2]1[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:3]=1[O:4][CH2:5][C:6](=[O:12])[C:7]([CH3:11])([CH3:10])[CH2:8][F:9].[Br:18]Br.O>C(Cl)(Cl)Cl>[Br:18][CH:5]([O:4][C:3]1[CH:13]=[CH:14][C:15]([Cl:17])=[CH:16][C:2]=1[Cl:1])[C:6](=[O:12])[C:7]([CH3:11])([CH3:10])[CH2:8][F:9]

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 130194431-(2,4-Dichlorophenoxy)-3,3-dimethyl-4-fluoro-2-butanone

Product 1

HCID 130194441-Bromo-1-(2,4-dichlorophenoxy)-3,3-dimethyl-4-fluoro-2-butanoneYield 80.7%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

199.5 g (0.71 mol) of 1-(2,4-dichlorophenoxy)-3,3-dimethyl-4-fluoro-2-butanone were dissolved in 500 ml of chloroform, and 114 g (0.71 mol) of bromine were added dropwise at 20° C., while stirring and cooling. The mixture was subsequently stirred at 20° C. for 2 hours, 200 ml of water were carefully added and the chloroform phase was washed several times with ice-water and dried over sodium sulphate. After distilling off the solvent in vacuo, 205.2 g (78% of theory) of 1-bromo-1-(2,4-dichlorophenoxy)-3,3-dimethyl-4-fluoro-2-butanone was obtained as an oil, which was further reacted directly. ##STR83##

Workup

  1. temperaturecooling
  2. stirringThe mixture was subsequently stirred at 20° C. for 2 hours
  3. washthe chloroform phase was washed several times with ice-water
  4. dry with materialdried over sodium sulphate
  5. distillationAfter distilling off the solvent in vacuo

Sources & evidence

ORD record
ord-3098c178b0da4d7cb21104e1c58bd2aa
Source dataset
uspto-grants-1982_11
Patent number
US04359470

Reaction notes

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