1-(3,3-Diethoxypropyl)tetrahydropyrimidin-2-one → 3-(2-Oxo-tetrahydropyrimidin-1-yl)propionaldehyde

HRID 10189

Reaktionsgleichung

Reaktionsgleichung von HRID 10189
C([O:3][CH:4](OCC)[CH2:5][CH2:6][N:7]1[CH2:12][CH2:11][CH2:10][NH:9][C:8]1=[O:13])C>O1CCCC1>[O:13]=[C:8]1[NH:9][CH2:10][CH2:11][CH2:12][N:7]1[CH2:6][CH2:5][CH:4]=[O:3]

Komponenten

3

Edukt 1

HCID 692247861-(3,3-Diethoxypropyl)tetrahydropyrimidin-2-one

Produkt 1

HCID 840326263-(2-Oxo-tetrahydropyrimidin-1-yl)propionaldehydeAusbeute 67,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 1-(3,3-diethoxypropyl)tetrahydropyrimidin-2-one (1 g, 4.35 mmole), and 1.0 g Dowex 50W2-200 ion exchange resin in 3% aqueous tetrahydrofuran (30 mL) was heated under reflux for 24 hours. The mixture was filtered, the filtrate was concentrated and the residue dissolved in dichloromethane (30 mL), dried with magnesium sulfate, and concentrated to give 3-(2-oxo-tetrahydropyrimidin-1-yl)propionaldehyde (0.46 g).

Aufarbeitung

  1. temperaturewas heated
  2. temperatureunder reflux for 24 hours
  3. filtrationThe mixture was filtered
  4. concentrationthe filtrate was concentrated
  5. dissolutionthe residue dissolved in dichloromethane (30 mL)
  6. dry with materialdried with magnesium sulfate
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-547d7a6d9ed2433382c81a9e0b373035
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07094778B2

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