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Ethylene Glycol → 4,4-Dimethyl-1,1 (ethylenedioxy)-3-(phenylsulfonyl)-cyclohexane

HRID 1375126
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1375126
[CH3:1][C:2]1([CH3:18])[CH2:7][CH2:6][C:5](=[O:8])[CH2:4][CH:3]1[S:9]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(=[O:11])=[O:10].[CH2:19](O)[CH2:20][OH:21].C(=O)(O)[O-].[Na+]>C1C=CC=CC=1>[CH3:1][C:2]1([CH3:18])[CH2:7][CH2:6][C:5]2([O:21][CH2:20][CH2:19][O:8]2)[CH2:4][CH:3]1[S:9]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(=[O:10])=[O:11]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 174Ethylene GlycolHCID 516892Sodium BicarbonateHCID 219991254,4-Dimethyl-3-(phenylsulfonyl)-cyclohexan-1-one

Produkt 1

HCID 219991274,4-Dimethyl-1,1 (ethylenedioxy)-3-(phenylsulfonyl)-cyclohexaneAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

To a solution obtained by dissolving 4.4 g of 4,4-dimethyl-3-(phenylsulfonyl)-cyclohexan-1-one in 45 ml of benzene, were added 1.1 ml of 1,2-ethanediol and 0.3 g of anhydrous paratoluenesulfonic acid. The resulting mixture was heated under reflux for 4 hours. After the reaction, a 2M aqueous sodium bicarbonate solution was added and the resulting mixture was extracted with ethyl acetate three times. The combined organic layers were washed with saturatd saline and dried over magnesium sulfate. The solvent was distilled off under reduced pressure, followed by recrystallization from ethyl ether, whereby 4,4-dimethyl-1,1 (ethylenedioxy)-3-(phenylsulfonyl)-cyclohexane was obtained in the form of white crystals. Yield: 84%, Melting point: 113 to 115° C.

Aufarbeitung

  1. customTo a solution obtained
  2. temperatureThe resulting mixture was heated
  3. temperatureunder reflux for 4 hours
  4. customAfter the reaction
  5. extractionthe resulting mixture was extracted with ethyl acetate three times
  6. washThe combined organic layers were washed with saturatd saline
  7. dry with materialdried over magnesium sulfate
  8. distillationThe solvent was distilled off under reduced pressure
  9. customfollowed by recrystallization from ethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-d870290062ed4c3a92b79c39381a9238
Quelldatensatz
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07166642B1

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