Reaktion #40935

Reaktionsgleichung

1-(3-Hydroxy-propyl)-5-trifluoromethyl-1H-pyrimidine-2,4-dione

Dess-Martin periodinane

Et2O

→

title compound

Ausbeute 68.0%

3-(5-Trifluoromethyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-propionaldehyde

Ausbeute 68.0%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenthe mixture washed with aqueous saturated NaHCO3 solution
2. 2
   TrocknenThe organic phase was dried (Na2SO4)
3. 3
   Sonstigeevaporated
4. 4
   SonstigeThe crude was purified by flash chromatography with ethyl acetate-petroleum ether (1-1)

Vorschrift

1-(3-Hydroxy-propyl)-5-trifluoromethyl-1H-pyrimidine-2,4-dione (Prep20, 100 mg, 0.42 mmol) was dissolved in dry THF (5 mL), the solution was then cooled to 0° C. and Dess-Martin periodinane (300 mg, 0.71 mmol) was added. The mixture was stirred at 0° C. for 1.5 hours. Et2O was added and the mixture washed with aqueous saturated NaHCO3 solution. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography with ethyl acetate-petroleum ether (1-1) to give 50 mg of title compound (68% yield).

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