Hydrochloric Acid → Genistein

HRID 481741

Reaktionsgleichung

Reaktionsgleichung von HRID 481741
[CH:1]1[C:6]([C:7]2[C:16](=[O:17])[C:15]3[CH:14]=[CH:13][C:12]([O:18][C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=[CH:11][C:10]=3[O:9][CH:8]=2)=[CH:5][CH:4]=[C:3]([OH:30])[CH:2]=1.[CH:31]1[C:36]([C:37]2[C:46](=[O:47])[C:45]3[C:44]([OH:48])=[CH:43][C:42]([O:49][C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)=[CH:41][C:40]=3[O:39][CH:38]=2)=[CH:35][CH:34]=[C:33]([OH:61])[CH:32]=1.CO.Cl>O>[CH:5]1[C:6]([C:7]2[C:16](=[O:17])[C:15]3[CH:14]=[CH:13][C:12]([OH:18])=[CH:11][C:10]=3[O:9][CH:8]=2)=[CH:1][CH:2]=[C:3]([OH:30])[CH:4]=1.[CH:35]1[C:36]([C:37]2[C:46](=[O:47])[C:45]3[C:44]([OH:48])=[CH:43][C:42]([OH:49])=[CH:41][C:40]=3[O:39][CH:38]=2)=[CH:31][CH:32]=[C:33]([OH:61])[CH:34]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 107971DaidzinHCID 5281377Genistin

Produkt 2

HCID 5280961GenisteinHCID 5281708Daidzein

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To each of 1 g samples of daidzin and genistin obtained in Example 7 were added 45 ml of methanol and 10 ml of 12N HCl, and the glycoside was decomposed under reflux for 6 hours. After cooling, the reaction mixture was diluted with water, and the solid product was collected by filtration, washed with water, dissolved in 90 ml of a 80% ethanol solution, filtered through a filter paper to give a supernatant. The supernatant was left standing at room temperature to deposit a crystalline product. The mixture was left standing overnight, and the crystals were collected and dried to give daidzein and genistein in the yields of 410 mg and 440 mg, respectively.

Aufarbeitung

  1. temperatureunder reflux for 6 hours
  2. temperatureAfter cooling
  3. filtrationthe solid product was collected by filtration
  4. washwashed with water
  5. dissolutiondissolved in 90 ml of a 80% ethanol solution
  6. filtrationfiltered through a filter paper
  7. customto give a supernatant
  8. waitThe supernatant was left
  9. customstanding at room temperature
  10. waitThe mixture was left
  11. customthe crystals were collected
  12. customdried

Quellen und Nachweise

ORD-Eintrag
ord-5d6e595120564079becb18c62c037566
Quelldatensatz
uspto-grants-1998_08
Patentnummer
US05789581

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