Acetone → HCID 14127187, Verbindung

HRID 1196991

Reaktionsgleichung

Reaktionsgleichung von HRID 1196991
CC(C)=O.S([O-])([O-])(=O)=O.[Mg+2].P(O)([O-])([O-])=O.[Na+].[Na+].[Mn]([O-])(=O)(=O)=O.[Na+].[OH:24][CH:25]1[C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=2[CH2:29][O:28][C:27]2[CH:36]=[CH:37][C:38]([CH2:40][CH2:41][O:42][C:43]([C:56]3[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=3)([C:50]3[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=3)[C:44]3[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=3)=[CH:39][C:26]1=2>CO.O>[O:24]=[C:25]1[C:31]2[CH:32]=[CH:33][CH:34]=[CH:35][C:30]=2[CH2:29][O:28][C:27]2[CH:36]=[CH:37][C:38]([CH2:40][CH2:41][O:42][C:43]([C:56]3[CH:57]=[CH:58][CH:59]=[CH:60][CH:61]=3)([C:44]3[CH:45]=[CH:46][CH:47]=[CH:48][CH:49]=3)[C:50]3[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=3)=[CH:39][C:26]1=2

Komponenten

8

Edukt 5

HCID 180AcetoneHCID 24083Sulfuric acid magnesium salt (1:1)HCID 24203Sodium Phosphate, DibasicHCID 15749399HCID 15749399, VerbindungHCID 23673458Sodium Permanganate

Produkt 1

HCID 14127187HCID 14127187, VerbindungAusbeute 80,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

In this process, 10 g of 11-hydroxy-2-(2-triphenylmethyloxyethyl)-6,11-dihydrodibenz[b,e]oxepin is dissolved in a solution comprising 800 ml of acetone, 1000 ml of water, 20 ml of saturated aqueous magnesium sulfate solution and 0.2 g of disodium phosphate. To the solution is dropwise added 2.6 g of aqueous sodium permanganate solution and the mixture is stirred at room temperature for 4.5 hours. Then, 100 ml of methanol is added thereto and the mixture is heated at reflux for 3 hours. After allowing the mixture to stand for cooling, the mixture is filtered and the filtrate is extracted with 1000 ml of ethyl acetate, washed with saturated aqueous sodium chloride solution and dried over anhydrous sodium sulfate. The solvent is distilled away under reduced pressure and the resultant crude product is recrystallized from isopropanol to obtain 8.0 g of the desired product having melting point of 132-134° C. as a white crystal.

Aufarbeitung

  1. temperaturethe mixture is heated
  2. temperatureat reflux for 3 hours
  3. temperaturefor cooling
  4. filtrationthe mixture is filtered
  5. extractionthe filtrate is extracted with 1000 ml of ethyl acetate
  6. washwashed with saturated aqueous sodium chloride solution
  7. dry with materialdried over anhydrous sodium sulfate
  8. distillationThe solvent is distilled away under reduced pressure
  9. customthe resultant crude product is recrystallized from isopropanol

Quellen und Nachweise

ORD-Eintrag
ord-9a9557da7f33423e9959bafa83096fa5
Quelldatensatz
uspto-grants-1992_05
Patentnummer
US05116863

Verknüpfte Notizen

Wird geladen…