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Methane → 3-Hydroxy-2-methyl-1-(propan-2-yl)pyridin-4(1H)-one

HRID 1741988
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1741988
[OH:1][CH:2]1[C:7](=[O:8])[CH:6]=[CH:5][N:4]=[C:3]1[CH3:9].[CH:10](N)([CH3:12])[CH3:11].C>O.CC(C)=O>[CH:10]([N:4]1[CH:5]=[CH:6][C:7](=[O:8])[C:2]([OH:1])=[C:3]1[CH3:9])([CH3:12])[CH3:11]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 297MethaneHCID 6363IsopropylamineHCID 666058152-Methyl-3-hydroxy-4-pyridone

Produkt 1

HCID 101301403-Hydroxy-2-methyl-1-(propan-2-yl)pyridin-4(1H)-one

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

1-Isopropyl-3-hydroxy-2-methylpyrid-4-one was prepared by refluxing 3-hydroxy-2-methylpyrid-4-one (Maltol) (10.0 g) with 3 equivalents of isopropylamine (99%) in 200 ml of water for 8 hours. Decolorizing charcoal was added after refluxing and the mixture was stirred for 0.5 hours. The mixture was then filtered through a medium frit filter containing 0.5 inches of Celite. The filtered solution was then concentrated in vacuo (rotary evaporator) to remove the water and excess amine, leaving a dark thick oil. The oil was then dissolved in minimal amounts of hot acetone and filtered (repeatedly) through a medium frit filter. Brownish crystals (product) remained on the frit and these were then washed (3X) with 1 ml portions of hot acetone to obtain white crystals. m.p. 239°-242 ° C.

Aufarbeitung

  1. temperatureafter refluxing
  2. filtrationThe mixture was then filtered through a medium frit
  3. filtrationfilter
  4. additioncontaining 0.5 inches of Celite
  5. concentrationThe filtered solution was then concentrated in vacuo (rotary evaporator)
  6. customto remove the water and excess amine
  7. customleaving a dark thick oil
  8. filtrationfiltered (repeatedly) through a medium frit
  9. filtrationfilter
  10. washthese were then washed (3X) with 1 ml portions of hot acetone
  11. customto obtain white crystals

Quellen und Nachweise

ORD-Eintrag
ord-f42ceb4a8b6d4008b04b6fe30e438c13
Quelldatensatz
uspto-grants-1994_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05336482

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