Water → HCID 22467124, compound

HRID 1934760Notes

Reaction equation

HRID 1934760 reaction equation
[CH3:1][S:2][C:3]1[CH:16]=[CH:15][C:6]([O:7][CH:8]2[CH2:13][CH2:12][C:11](=[O:14])[CH2:10][CH2:9]2)=[CH:5][CH:4]=1.[OH2:17].C(=O)([O-])[OH:19].[Na+]>C(Cl)Cl>[CH3:1][S:2]([C:3]1[CH:4]=[CH:5][C:6]([O:7][CH:8]2[CH2:9][CH2:10][C:11](=[O:14])[CH2:12][CH2:13]2)=[CH:15][CH:16]=1)(=[O:19])=[O:17]

Participants

5

Reactant 3

HCID 962WaterHCID 516892Sodium BicarbonateHCID 22467165HCID 22467165, compound

Product 1

HCID 22467124HCID 22467124, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In 50 ml of methylene chloride was dissolved 2.50 g of 4-[4-(methylthio)phenoxy]-1-cyclohexanone. After adding 5.48 g of m-chloroperbenzic acid at 0-5° C., the resulting mixture was stirred at ambient temperature for 4 hours. The reaction mixture was poured into water, pH was adjusted to 8.0 with saturated aqueous solution of sodium hydrogen carbonate, and the organic layer was separated. The organic layer thus obtained was washed successively with aqueous solution of sodium thiosulfate, water and saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. Recrystallization of the residue from ethanol gave 2.05 g of 4-[4-(methylsulfonyl)phenoxy]-1-cyclohexanone as a colorless crystalline product.

Workup

  1. customthe organic layer was separated
  2. customThe organic layer thus obtained
  3. washwas washed successively with aqueous solution of sodium thiosulfate, water and saturated aqueous solution of sodium chloride
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationthe solvent was distilled off under reduced pressure
  6. customRecrystallization of the residue from ethanol

Sources & evidence

ORD record
ord-47180ad161364501900ea46e4d5eeefa
Source dataset
uspto-grants-2002_05
Patent number
US06384065B1

Reaction notes

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