Dimethyl Sulfate → Cyclododecane, (2-methoxyethoxy)-

HRID 2058554Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2058554
[NH2-].[Na+].[OH:3][CH2:4][CH2:5][O:6][CH:7]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1.S(OC)(O[CH3:23])(=O)=O.[OH-].[Na+]>C1(C)C(C)=CC=CC=1>[CH3:23][O:3][CH2:4][CH2:5][O:6][CH:7]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1

Komponenten

6

Edukt 4

HCID 6497Dimethyl SulfateHCID 14798Sodium HydroxideHCID 24533Sodium amideHCID 361212-Cyclododecyloxyethanol

Produkt 1

HCID 174103Cyclododecane, (2-methoxyethoxy)-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7237O-XyleneLösungsmittel2×

Versuchsvorschrift

25 g of sodium amide was introduced into 150 ml of xylene and heated to boiling under agitation. Within one hour, 114 g (0.5 mol) of 2-hydroxyethyl-cyclododecyl-ether, dissolved in 750 ml of xylene, was allowed to drip into the boiling suspension. To complete the alcoholate formation, the mixture was heated under reflux for another two hours. Thereafter 44 g (0.35 mol) of dimethyl sulfate was added dropwise and the reaction mixture heated under reflux for another four hours. Then, the reaction mixture was poured into a mixture of ice and 35 g of sodium hydroxide. The organic phase was washed with water, dried over Na2SO4, and then fractionated.

Aufarbeitung

  1. temperatureheated
  2. temperaturethe mixture was heated
  3. temperatureunder reflux for another two hours
  4. temperaturethe reaction mixture heated
  5. temperatureunder reflux for another four hours
  6. washThe organic phase was washed with water
  7. dry with materialdried over Na2SO4

Quellen und Nachweise

ORD-Eintrag
ord-b69bdbfd23cd42ecaf9a241fd5a20f98
Quelldatensatz
uspto-grants-1982_03
Patentnummer
US04317942

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