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DL-norvaline → HCID 178440053, Verbindung

HRID 1462216
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1462216
[N:1](=[C:3]([C:7](=[O:9])[CH3:8])[C:4](=O)[CH3:5])O.[NH2:10][CH:11](C(O)=O)[CH2:12][CH2:13][CH3:14]>C(O)CCC>[C:7]([C:3]1[NH:1][C:11]([CH2:12][CH2:13][CH3:14])=[N:10][C:4]=1[CH3:5])(=[O:9])[CH3:8]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 824DL-norvalineHCID 178468373HCID 178468373, Verbindung

Produkt 1

HCID 178440053HCID 178440053, VerbindungAusbeute 55,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 2631-ButanolLösungsmittel

Versuchsvorschrift

To 40 g (0.309 moles) of 3-oximino-2,4-pentanedione dissolved in 200 ml of n-butanol was added 39.92 g (0.341 moles) of d,1-norvaline. The resulting mixture was brought to reflux, while stirring rapidly under nitrogen with an oil bath. After 19.3 h the reaction mixture was cooled, and then suction filtered. The residue was washed with ethyl acetate (100 ml) and the combined filtrates concentrated in vacuo. The resulting oil was dissolved in ethyl acetate (200 ml) and extracted with three 50 ml portions of 5% aqueous sodium hydroxide solution. Removal of the solvent in vacuo gave 0.15 moles (55.7% yield based on recovered d,1-norvaline) of 5-acetyl-4-methyl-2-propylimidazole.

Aufarbeitung

  1. temperatureto reflux
  2. temperatureAfter 19.3 h the reaction mixture was cooled
  3. filtrationsuction filtered
  4. washThe residue was washed with ethyl acetate (100 ml)
  5. concentrationthe combined filtrates concentrated in vacuo
  6. dissolutionThe resulting oil was dissolved in ethyl acetate (200 ml)
  7. extractionextracted with three 50 ml portions of 5% aqueous sodium hydroxide solution
  8. customRemoval of the solvent in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-d1375b81a607423e852ce9df43f966a8
Quelldatensatz
uspto-grants-1984_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04459413

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