Water → HCID 178459396, Verbindung

HRID 519639Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 519639
[NH:1]1[CH:5]=[N:4][C:3]([NH2:6])=[N:2]1.O=[C:8]1[CH2:11][CH:10]([C:12]([O:14][CH2:15][CH2:16][CH3:17])=[O:13])[CH2:9]1.C([BH3-])#N.[Na+].O>C(O)(=O)C>[N:1]1[N:2]=[C:3]([NH:6][CH:8]2[CH2:11][CH:10]([C:12]([O:14][CH2:15][CH2:16][CH3:17])=[O:13])[CH2:9]2)[NH:4][CH:5]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 5003444Sodium cyanoborohydrideHCID 67008885Propyl 3-oxocyclobutanecarboxylateHCID 178418311HCID 178418311, Verbindung

Produkt 1

HCID 178459396HCID 178459396, VerbindungAusbeute 49,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To a solution (100 mL) of 1H-1,2,4-triazol-3-amine (6.7 g) and propyl 3-oxocyclobutanecarboxylate (14 g) in acetic acid was added sodium cyanoborohydride (14 g), and the mixture was stirred at room temperature for 16 hr. Water was added to the reaction mixture, and the solvent was evaporated under reduced pressure. The obtained residue was poured into saturated aqueous sodium hydrogen carbonate, and the mixture was extracted with a mixed solvent of ethyl acetate and isopropyl alcohol (3:1). The obtained extract was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography to give the title compound as a colorless solid (8.8 g, 49%).

Aufarbeitung

  1. customthe solvent was evaporated under reduced pressure
  2. additionThe obtained residue was poured into saturated aqueous sodium hydrogen carbonate
  3. extractionthe mixture was extracted with a mixed solvent of ethyl acetate and isopropyl alcohol (3:1)
  4. extractionThe obtained extract
  5. dry with materialwas dried over anhydrous sodium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customthe residue was purified by silica gel column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-d2663a23338e491b827ed600088a4f74
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09115136B2

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