107228-87-5 → HCID 14822008, compound

HRID 330553Notes

Reaction equation

HRID 330553 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([OH:16])=[O:15])=[CH:5][CH:4]=1>S(Cl)(Cl)=O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]([O:16][O:16][C:14](=[O:15])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)=[O:15])=[CH:7][CH:8]=1

Participants

3

Reactant 1

HCID 12392952107228-87-5

Product 1

HCID 14822008HCID 14822008, compound

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Procedure

6-(4-Methoxyphenyl)hexanoic acid (3.7 g) is dissolved in thionyl chloride (5 ml) and the solution is stirred at room temperature overnight. The excess thionyl chloride is distilled off under reduced pressure and the residue is dissolved in petroleum ether (30 ml). Ice water (15 ml) is added to the solution and sodium peroxide (3 g) is added portionwise with ice-cooling and stirring. The mixture is extracted with chloroform and the extract is washed with water and dried. The solvent is then distilled off to give bis[6-(4-methoxyphenyl)hexanoyl]peroxide.

Workup

  1. distillationThe excess thionyl chloride is distilled off under reduced pressure
  2. dissolutionthe residue is dissolved in petroleum ether (30 ml)
  3. additionIce water (15 ml) is added to the solution and sodium peroxide (3 g)
  4. additionis added portionwise with ice-
  5. temperaturecooling
  6. stirringstirring
  7. extractionThe mixture is extracted with chloroform
  8. washthe extract is washed with water
  9. customdried
  10. distillationThe solvent is then distilled off

Sources & evidence

ORD record
ord-3edf00e91c6a43e6979246c53abcc455
Source dataset
uspto-grants-1990_01
Patent number
US04897420

Reaction notes

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