Water → HCID 10947700, compound

HRID 580651Notes

Reaction equation

HRID 580651 reaction equation
[S-2].[Na+].[Na+].S(C1C=CC(C)=CC=1)([O-])(=O)=O.[Cl:15][C:16]1[CH:37]=[CH:36][C:19]([O:20][CH:21]([O:28][C:29]2[CH:34]=[CH:33][C:32]([Cl:35])=[CH:31][CH:30]=2)[CH:22](O)[C:23]([CH3:26])([CH3:25])[CH3:24])=[CH:18][CH:17]=1.O>CS(C)=O>[Cl:15][C:16]1[CH:17]=[CH:18][C:19]([O:20][C:21]([O:28][C:29]2[CH:30]=[CH:31][C:32]([Cl:35])=[CH:33][CH:34]=2)=[CH:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[CH:36][CH:37]=1

Participants

6

Reactant 4

HCID 962WaterHCID 14804Sodium SulfideHCID 85570p-ToluenesulfonateHCID 14000234HCID 14000234, compound

Product 1

HCID 10947700HCID 10947700, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
120 °C

Procedure

39 g (0.5 mole) of sodium sulfide are added to 47.8 g (0.1 mole) of the tosylate of 1,1-bis-(4-chlorophenoxy)-3,3-dimethylbutan-2-ol in 200 ml of dry dimethylsulfoxide, and the mixture is stirred at 120° C. until starting material is no longer detectable by high pressure liquid chromatography (HPLC). Thereafter, the mixture is cooled, water is added and the mixture is extracted twice with the same volume of ethyl acetate, the organic phase is dried and the solvent is distilled off under reduced pressure.

Workup

  1. temperatureThereafter, the mixture is cooled
  2. extractionthe mixture is extracted twice with the same volume of ethyl acetate
  3. customthe organic phase is dried
  4. distillationthe solvent is distilled off under reduced pressure

Sources & evidence

ORD record
ord-d63be2e2f1824e2d8d2b16a0a35d46f8
Source dataset
uspto-grants-1988_06
Patent number
US04754044

Reaction notes

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