Potassium Hydroxide → (4-(2,3-Dihydroxypropoxy)phenyl)(phenyl)methanone

HRID 1742776

Reaktionsgleichung

Reaktionsgleichung von HRID 1742776
C(O)[C@H]1[O:7][C@H](O[C@@H]([C@H](O)[C@@H](O)CO)[C@H](O)CO)[C@H](O)[C@@H](O)[C@@H]1O.[OH-].[K+].[CH2:26]([O:30][C:31]1[CH:44]=[CH:43][C:34]([C:35]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)=[O:36])=[CH:33][CH:32]=1)[CH:27]1[O:29][CH2:28]1.Cl(O)(=O)=O>CS(C)=O.C(O)C.O>[C:35]([C:34]1[CH:43]=[CH:44][C:31]([O:30][CH2:26][CH:27]([CH2:28][OH:7])[OH:29])=[CH:32][CH:33]=1)(=[O:36])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1

Komponenten

8

Edukt 4

HCID 14797Potassium HydroxideHCID 19654Chloric acidHCID 3528162-[(4-Benzoylphenoxy)methyl]oxiraneHCID 493591Maltitol

Produkt 1

HCID 58434142(4-(2,3-Dihydroxypropoxy)phenyl)(phenyl)methanoneAusbeute 64,9 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 679Dimethyl SulfoxideLösungsmittel2×HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Then, 2.921 g of maltitol and 476.0 mg of potassium hydroxide were dissolved in 20 ml of dimethylsulfoxide, and the mixture was stirred under flow of nitrogen for 30 minutes. A solution obtained by dissolving 719 mg of the resultant 4-glycidyloxy benzophenone dissolved in 1 ml of dimethylsulfoxide was dripped to it. Furthermore, heating and agitation was continued for 1 hour under flow of nitrogen, and the reaction system was cooled to the room temperature and neutralize with chloric acid. The reaction system was fractionated according to the column chromatography using the hyperporous polymer (Hiporous resin supplied from Mitsubishi Kasei Kogyo Kabushiki Kaisha) at first as a developing solvent with purified water, and then a mixture of ethyl alcohol and purified water with the mixing ratio of 1:1, and effluent fraction in which the mixing ratio of ethyl alcohol and purified water was 1:1 was condensed to obtained 500 mg of 1-(4-benzoylphenyl) glycerol maltitolether (Yield: 30%).

Aufarbeitung

  1. customA solution obtained
  2. temperatureFurthermore, heating
  3. waitagitation was continued for 1 hour under flow of nitrogen
  4. custompurified water with the mixing ratio of 1:1, and effluent fraction in which the mixing ratio of ethyl alcohol
  5. custompurified water
  6. customcondensed

Quellen und Nachweise

ORD-Eintrag
ord-74cd75b302864997a8137d3a76122620
Quelldatensatz
uspto-grants-1994_08
Patentnummer
US05342610

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