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HCID 23369598, Verbindung → HCID 10976036, Verbindung

HRID 1900830
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1900830
[OH:1][C:2]1[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]2[C:3]=1[CH:4]=[CH:5][C:6](=[O:13])[NH:7]2.[H][H]>C(O)(=O)C.[Pd]>[OH:1][C:2]1[CH:11]=[CH:10][C:9]([CH3:12])=[C:8]2[C:3]=1[CH2:4][CH2:5][C:6](=[O:13])[NH:7]2
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 23369598HCID 23369598, VerbindungHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 10976036HCID 10976036, VerbindungAusbeute 99,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

5-Hydroxy-8-methylcarbostyril (20.0 g, 0.114M) was dissolved in acetic acid (800 ml). To the solution, 10% palladium-on-carbon (10.0 g) was added. The mixture was stirred at 80° C. for 4 hours in the stream of hydrogen. The reaction mixture was filtered, and the filtrate was distilled off under reduced pressure. The residue was extracted from a mixture of chloroform-methanol (10:1) and saturated aqueous sodium bicarbonate solution. The organic phase was washed with saturated aqueous NaCl solution, dried, and condensed under reduced pressure. The resultant residue was recrystallized from methanol-ether to obtain 20.2 g of the title compound as pale yellow powdery crystals (99.9%).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered
  2. distillationthe filtrate was distilled off under reduced pressure
  3. extractionThe residue was extracted from a mixture of chloroform-methanol (10:1) and saturated aqueous sodium bicarbonate solution
  4. washThe organic phase was washed with saturated aqueous NaCl solution
  5. customdried
  6. customcondensed under reduced pressure
  7. customThe resultant residue was recrystallized from methanol-ether

Quellen und Nachweise

ORD-Eintrag
ord-a6026dee68434b418560ec6abe514522
Quelldatensatz
uspto-grants-1996_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05576324

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