p-Toluenesulfonic acid → HCID 22468308, compound

HRID 1934873Notes

Reaction equation

HRID 1934873 reaction equation
[O:1]([C:3]1([O:9][OH:10])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1)[OH:2].[C:11]1([CH3:21])[CH:16]=CC(S(O)(=O)=O)=C[CH:12]=1.[CH:22]([O:24][CH2:25][CH:26]([CH3:28])[CH3:27])=[CH2:23].[CH2:29]([O:31]C(=O)C)[CH3:30]>>[CH2:25]([O:24][CH:22]([O:2][O:1][C:3]1([O:9][O:10][CH:29]([O:31][CH2:16][CH:11]([CH3:12])[CH3:21])[CH3:30])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1)[CH3:23])[CH:26]([CH3:28])[CH3:27]

Participants

5

Reactant 4

HCID 6101p-Toluenesulfonic acidHCID 7992Vinyl isobutyl etherHCID 8857Ethyl AcetateHCID 75911Cyclohexylidene hydroperoxide

Product 1

HCID 22468308HCID 22468308, compoundYield 67%

Procedure

To a stirred solution of 30 g of 1,1-dihydroperoxycyclohexane in ethylacetate was added 0.4 g p-toluene sulfonic acid. Then 19.6 g isobutyl vinyl ether were added in 10 min, the reaction temperature being kept at 20° C. by cooling with an ice-water bath. The mixture was stirred for 60 min. The mixture was washed with sodium bicarbonate solution and dried on MgSO4. Yield 35 g of product with an active oxygen content of 6.75% Chemical yield:67%.

Workup

  1. custombeing kept at 20° C.
  2. temperatureby cooling with an ice-water bath
  3. washThe mixture was washed with sodium bicarbonate solution
  4. customdried on MgSO4

Sources & evidence

ORD record
ord-9381373390a845b7853816644df7f69c
Source dataset
uspto-grants-2002_05
Patent number
US06384287B1

Reaction notes

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