tert-Butyl hydroperoxide → 1-Methoxy-1-(1,1-dimethylethylperoxy)cyclohexane

HRID 1084460

Reaktionsgleichung

Reaktionsgleichung von HRID 1084460
C[O:2][C:3]1([O:9][CH3:10])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1.[CH3:11][C:12]([O:15]O)([CH3:14])[CH3:13]>C1(C)C=CC(S(O)(=O)=O)=CC=1.CS(C)=O>[CH3:10][O:9][C:3]1([O:2][O:15][C:12]([CH3:14])([CH3:13])[CH3:11])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1

Komponenten

5

Edukt 2

HCID 6410tert-Butyl hydroperoxideHCID 136161,1-Dimethoxycyclohexane

Produkt 1

HCID 145730351-Methoxy-1-(1,1-dimethylethylperoxy)cyclohexaneAusbeute 64,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6101p-Toluenesulfonic acidKatalysatorHCID 679Dimethyl SulfoxideLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

A mixed solution consisting of 16.4 g of dimethyl sulfoxide and 1.2 g of p-toluenesulfonic acid was kept at 20° C., and another mixed solution consisting of 28.9 g of cyclohexanone-dimethylacetal and 18.5 g of 1,1-dimethylethyl hydroperoxide was dropwise added to the former mixed solution. The resulting solution has an acid concentration of 0.1 mol/kg of the solution. The solution was stirred at 20° C. for 3 hours to complete the reaction. Then, 20 ml of petroleum ether was added to the solution, and the resulting solution was washed with 10 ml of water, then with 50 ml of a 5% NaOH aqueous solution, and further with 20 ml of water 3 times, and then dried by means of anhydrous sodium sulfate. The solvent was distilled off from the dried solution under vacuum to obtain 26.1 g (yield: 57%) of crude 1-methoxy-1-(1,1-dimethylethylperoxy)cyclohexane having a purity of 89%. The resulting crude peroxyketal was distilled at 40°-45° C. under a vacuum of 1 mmHg to obtain a purified peroxyketal having a purity of 99%.

Aufarbeitung

  1. customwas kept at 20° C.
  2. additionwas dropwise added to the former mixed solution
  3. customthe reaction
  4. washthe resulting solution was washed with 10 ml of water
  5. dry with materialwith 50 ml of a 5% NaOH aqueous solution, and further with 20 ml of water 3 times, and then dried by means of anhydrous sodium sulfate
  6. distillationThe solvent was distilled off from the dried solution under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-c2c6505f94894b7f8d5baf77c0996f38
Quelldatensatz
uspto-grants-1991_04
Patentnummer
US05004780

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