Water → HCID 54036889, compound

HRID 2051229Notes

Reaction equation

HRID 2051229 reaction equation
[CH3:1][O:2]S([O-])(=O)=O.C[S+](C)C.[OH-].[Na+].C[C:14]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)=[C:15]([C:23]([C:25]1[CH:30]=[CH:29][C:28]([Cl:31])=[CH:27][CH:26]=1)=O)[C:16]1C=CC=CC=1Cl.O.C(Cl)[Cl:40]>>[Cl:31][C:28]1[CH:29]=[CH:30][C:25]([C:23]2([C:15]([CH3:16])=[CH:14][C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[Cl:40])[CH2:1][O:2]2)=[CH:26][CH:27]=1

Participants

6

Reactant 5

HCID 962WaterHCID 6344DichloromethaneHCID 14798Sodium HydroxideHCID 2760871Trimethylsulfonium methyl sulfateHCID 67946348HCID 67946348, compound

Product 1

HCID 54036889HCID 54036889, compoundYield 83%

Conditions

Temperature
20 °C

Procedure

54 g of trimethylsulfonium methylsulfate and 120 ml of sodium hydroxide solution (50% strength by weight) are added to a solution of 84 g of 4-chlorophenyl β-methyl-2-chlorophenylstyryl ketone in 300 ml of methylene chloride. The reaction mixture is stirred for 12-15 hours at room temperature (20° C.), after which 300 ml of water are added to the solution and the organic phase is separated off. The organic phase isolated is washed twice with water, dried over sodium sulfate and evaporated down, 73 g (83%) of 2-(4-chlorophenyl)-2-(1-methyl-2-[2-chlorophenyl]-ethenyl)-oxirane being obtained.

Workup

  1. customthe organic phase is separated off
  2. customThe organic phase isolated
  3. washis washed twice with water
  4. dry with materialdried over sodium sulfate
  5. customevaporated down

Sources & evidence

ORD record
ord-8d680d9554cb4362be81b06df88d5f95
Source dataset
uspto-grants-1991_05
Patent number
US05017595

Reaction notes

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