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

HRID 2418207Notes

Reaction equation

HRID 2418207 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

26 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. at such a rate that decoloration took place continuously. After completion of the addition, the mixture was stirred for 30 minutes at room temperature and was then concentrated by distilling off the solvent in vacuo. 48.5 g (quantitative conversion) of 1-bromo-4-(4-chlorophenoxy)-3,3-dimethylbutan-2-one of boiling point 150°-160° C./0.19 mbar, were obtained. ##STR13##

Workup

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

Sources & evidence

ORD record
ord-97614e59e46849f4841d594775739b24
Source dataset
uspto-grants-1984_09
Patent number
US04472395

Reaction notes

Loading…