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

HRID 1758099Notes

Reaction equation

HRID 1758099 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 mole) of 1-(4-chlorophenoxy)-2,2-dimethyl-butan-3-one (Example 2) were dissolved in 300 ml of chloroform, and 25.5 g (0.159 mole) 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. ##STR41##

Workup

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

Sources & evidence

ORD record
ord-953a44f4f3324645825bf21819469372
Source dataset
uspto-grants-1983_02
Patent number
US04371708

Reaction notes

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