Sulfuryl chloride → 2-Butanone, 1-chloro-1-(4-chlorophenoxy)-3,3-dimethyl-

HRID 1759272Notes

Reaction equation

HRID 1759272 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][CH2:7][C:8](=[O:13])[C:9]([CH3:12])([CH3:11])[CH3:10])=[CH:4][CH:3]=1.S(Cl)([Cl:19])(=O)=O>C(Cl)(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][CH:7]([Cl:19])[C:8](=[O:13])[C:9]([CH3:11])([CH3:12])[CH3:10])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24648Sulfuryl chlorideHCID 905182-Butanone, 1-(4-chlorophenoxy)-3,3-dimethyl-

Product 1

HCID 926212-Butanone, 1-chloro-1-(4-chlorophenoxy)-3,3-dimethyl-

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

22.7 g (0.1 mole) of 1-(4-chlorophenoxy)-3,3-dimethyl-butan-2-one in 100 ml of carbon tetrachloride were warmed to 60° C. 16.2 g (0.12 mole) of sulphuryl chloride were added dropwise to this solution, without further warming, at a rate such that continuous evolution of gas took place. When the addition had ended, the mixture was stirred under reflux and was then concentrated by distilling off the solvent in vacuo. 1-(4-Chlorophenoxy)-1-chloro-3,3-dimethyl-butan-2-one was obtained in quantitative yield and was subsequently reacted directly, without further purification. ##STR26##

Workup

  1. additionWhen the addition
  2. temperatureunder reflux
  3. concentrationwas then concentrated
  4. distillationby distilling off the solvent in vacuo

Sources & evidence

ORD record
ord-c9f8353e9743441db9f218dc5dddd704
Source dataset
uspto-grants-1982_07
Patent number
US04339612

Reaction notes

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