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

HRID 2417789Notes

Reaction equation

HRID 2417789 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 to the solution, at 20° C., at such a rate that decolorisation occurred continuously. After the end 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 of 1-bromo-4-(4-chlorophenoxy)-3,3-dimethylbutan-2-one of boiling point 150°-160° C./0.14 mm Hg were obtained (quantitative conversion). ##STR9##

Workup

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

Sources & evidence

ORD record
ord-199b64a117264e7ba9c3b24168cbfb55
Source dataset
uspto-grants-1984_09
Patent number
US04470994

Reaction notes

Loading…