Hydrogen Peroxide → HCID 117666834, compound

HRID 1753678Notes

Reaction equation

HRID 1753678 reaction equation
[C:1]1([S:7][C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.OO.O.O.O.O.O.S([O-])([O-])(=[O:30])=S.[Na+].[Na+].O>C(O)(=O)C>[C:1]1([S:7]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:10][CH:9]=2)=[O:30])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 962WaterHCID 61475Sodium Thiosulfate PentahydrateHCID 117666823HCID 117666823, compound

Product 1

HCID 117666834HCID 117666834, compoundYield 883.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

In 100 g of acetic acid was dissolved 15 g of (4-hexyloxyphenyl) phenyl sulfide obtained in Synthesis Example 1-21. While the solution was maintained at an internal temperature of 30° C., 5.1 g of 35 wt % aqueous hydrogen peroxide was added dropwise. The reaction solution was aged at room temperature for 18 hours, after which under ice cooling, a mixture of 1.3 g sodium thiosulfate pentahydrate and 15 g water was added dropwise to quench the reaction. The solution was combined with 100 g of methylene chloride and 20 g of water for extraction. The organic layer was separated, washed with water, and concentrated in vacuum, obtaining 14 g of the target compound, (4-hexyloxyphenyl) phenyl sulfoxide as amorphous solid. Yield 95%.

Workup

  1. customobtained in Synthesis Example 1-21
  2. additionwas added dropwise
  3. additionwas added dropwise
  4. customto quench
  5. customthe reaction
  6. extractionThe solution was combined with 100 g of methylene chloride and 20 g of water for extraction
  7. customThe organic layer was separated
  8. washwashed with water
  9. concentrationconcentrated in vacuum

Sources & evidence

ORD record
ord-78d19d3ceec94f269c12a6a8f5bf77be
Source dataset
uspto-grants-2015_10
Patent number
US09164384B2

Reaction notes

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