Hydrochloric Acid → Luteolin

HRID 1862501

Reaktionsgleichung

Reaktionsgleichung von HRID 1862501
C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](O[C:17]3[C:26](=[O:27])[C:25]4[C:24]([OH:28])=[CH:23][C:22]([OH:29])=[CH:21][C:20]=4[O:19][C:18]=3[C:30]3[CH:31]=[CH:32][C:33]([OH:37])=[C:34]([OH:36])[CH:35]=3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O.[OH-].[Na+].S(S([O-])=O)([O-])=O.[Na+].[Na+].Cl>>[CH:31]1[C:30]([C:18]2[O:19][C:20]3[CH:21]=[C:22]([OH:29])[CH:23]=[C:24]([OH:28])[C:25]=3[C:26](=[O:27])[CH:17]=2)=[CH:35][C:34]([OH:36])=[C:33]([OH:37])[CH:32]=1

Komponenten

5

Edukt 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 24489Sodium DithioniteHCID 5280805Rutin

Produkt 1

HCID 5280445LuteolinAusbeute 82,8 %

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

60 g of rutin are suspended in 6 l of demineralized wazer and, at 100° C., firstly 210 ml of 32% strength aqueous sodium hydroxide solution and then 600 g of sodium dithionite are added thereto. The mixture is then refluxed for a further 12 h with stirring, and the suspension is cooled to 5° C., slowly neutralized with 195 ml of fuming hydrochloric acid and stirred for 1 h at 0° C. Customary work-up gives 23.3 g of crude luteolin with a purity of 96.5%. Further purification and drying produces 20.9 g of luteolin with a purity of 99.6%.

Aufarbeitung

  1. customare suspended in 6 l of demineralized wazer and, at 100° C.
  2. temperatureThe mixture is then refluxed for a further 12 h
  3. stirringstirred for 1 h at 0° C

Quellen und Nachweise

ORD-Eintrag
ord-66c3a7d12425444fb23908781bae39fc
Quelldatensatz
uspto-grants-2003_03
Patentnummer
US06538021B1

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