Bromine → 1-Bromo-4-(4-chlorophenoxy)-3,3-dimethylbutan-2-one

HRID 1995918Notes

Reaction equation

HRID 1995918 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][CH2:7][C:8]([CH3:13])([CH3:12])[C:9](=[O:11])[CH3:10])=[CH:4][CH:3]=1.[Br:16]Br>C(Cl)(Cl)Cl>[Br:16][CH2:10][C:9](=[O:11])[C:8]([CH3:12])([CH3:13])[CH2:7][O:6][C:5]1[CH:14]=[CH:15][C:2]([Cl:1])=[CH:3][CH:4]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 12765967HCID 12765967, compound

Product 1

HCID 127659681-Bromo-4-(4-chlorophenoxy)-3,3-dimethylbutan-2-oneYield 99.8%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

36 g (0.159 mol) of 1-(4-chlorophenoxy)-2,2-dimethyl-butan-3-one were dissolved in 300 ml of chloroform, and 25.5 g (0.159 mol) of bromine were added dropwise at 20° C. in a manner such that continuous decolorization occurred. After the addition, the mixture was stirred at room temperature for 30 minutes and was then concentrated by distilling off the solvent in vacuo. 48.5 g (quantitative conversion) of crude 1-bromo-4-(4-chlorophenoxy)-3,3-dimethyl-butan-2-one were obtained as an oil.

Workup

  1. additionAfter the addition
  2. concentrationwas then concentrated
  3. distillationby distilling off the solvent in vacuo

Sources & evidence

ORD record
ord-48456c854a674a689fb5f168fd6fad1a
Source dataset
uspto-grants-1983_09
Patent number
US04406909

Reaction notes

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