3,3,5-Trimethyl-cylcohexanone-dimethylacetal → HCID 14573043, compound

HRID 1084462Notes

Reaction equation

HRID 1084462 reaction equation
C[O:2][C:3]1([O:12][CH3:13])[CH2:8][CH:7]([CH3:9])[CH2:6][C:5]([CH3:11])([CH3:10])[CH2:4]1.[CH3:14][C:15]([O:20]O)([CH3:19])[CH2:16][CH2:17][CH3:18]>C1(C)C=CC(S(O)(=O)=O)=CC=1.CS(C)=O>[CH3:13][O:12][C:3]1([O:2][O:20][C:15]([CH3:19])([CH3:14])[CH2:16][CH2:17][CH3:18])[CH2:8][CH:7]([CH3:9])[CH2:6][C:5]([CH3:11])([CH3:10])[CH2:4]1

Participants

5

Reactant 2

HCID 109977553,3,5-Trimethyl-cylcohexanone-dimethylacetalHCID 140695282-Methylpentane-2-peroxol

Product 1

HCID 14573043HCID 14573043, compoundYield 92.2%

Reagents, catalysts & solvents 2

HCID 6101p-Toluenesulfonic acidCatalystHCID 679Dimethyl SulfoxideSolvent

Procedure

A mixed solution consisting of 20.7 g of dimethyl sulfoxide and 1.6 g of p-toluenesulfonic acid was kept at 20° C., to which was added dropwise another mixed solution consisting of 37.3 g of 3,3,5-trimethyl-cylcohexanone-dimethylacetal and 23.8 g of 1,1-dimethylbutyl hydroperoxide. The resulting solution had an acid concentration of 0.1 mol/kg of the solution. The solution was treated in the same manner as described in Example 1 to obtain 50.3 g (yield: 68%) of crude 1-methoxy-1-(1,1-dimethylbutylperoxy)-3,3,5-trimethylcyclohexane having a purity of 75%. The resulting crude peroxyketal was distilled at 68°-72° C. under a vacuum of 0.005 mmHg to obtain a purified peroxyketal having a purity of 96%.

Workup

  1. customwas kept at 20° C., to which
  2. additionwas added dropwise another mixed solution
  3. additionThe solution was treated in the same manner

Sources & evidence

ORD record
ord-070a68afab604f1c819358a1023b1688
Source dataset
uspto-grants-1991_04
Patent number
US05004780

Reaction notes

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