Bromine → 1,4-Bis-(4-chlorophenoxy)-1-bromo-3,3-dimethyl-butan-2-one

HRID 1995919Notes

Reaction equation

HRID 1995919 reaction equation
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([O:6][CH2:7][C:8](=[O:21])[C:9]([CH3:20])([CH3:19])[CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)=[CH:4][CH:3]=1.[Br:24]Br>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([O:6][CH:7]([Br:24])[C:8](=[O:21])[C:9]([CH3:19])([CH3:20])[CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 127659691,4-Bis-(4-chlorophenoxy)-3,3-dimethyl-butan-2-one

Product 1

HCID 127659701,4-Bis-(4-chlorophenoxy)-1-bromo-3,3-dimethyl-butan-2-oneYield 100%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

36.6 g (0.1 mol) of 1,4-bis-(4-chlorophenoxy)-3,3-dimethyl-butan-2-one were dissolved in 250 ml of chloroform, and 16.6 g (0.1 mol) of bromine were added dropwise at 20° C. in a manner such that continuous decolorization occurred. After the addition, the mixture was subsequently stirred at room temperature for 30 minutes and was then concentrated by distilling off the solvent in vacuo. 43.2 g (quantitative conversion) of 1,4-bis-(4-chlorophenoxy)-1-bromo-3,3-dimethyl-butan-2-one were obtained as an oil, which was further reacted directly.

Workup

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

Sources & evidence

ORD record
ord-8a7b1064960540a090b3dbd800edf738
Source dataset
uspto-grants-1983_09
Patent number
US04406909

Reaction notes

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