Reaktion #40942

Reaktionsgleichung

1-(3-Hydroxy-propyl)-5-(3-methyl-thiophen-2-yl)-1H-pyrimidine-2,4-dione

Dess-Martin periodinane

Ethyl acetate

→

title compound

Ausbeute 50.0%

3-[5-(3-Methyl-thiophen-2-yl)-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-propionaldehyde

Ausbeute 50.0%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenthe solution was 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 (7-3)

Vorschrift

1-(3-Hydroxy-propyl)-5-(3-methyl-thiophen-2-yl)-1H-pyrimidine-2,4-dione (Prep 28.36 mg, 0.13 mmol) was dissolved in dry THF (5 mL), the solution was cooled to 0° C. and then Dess-Martin periodinane (97 mg, 0.22 mmol) was added under nitrogen. The mixture was stirred at room temperature for 1.5 hours. Ethyl acetate was added and the solution was 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 (7-3) to give 17 mg of the title compound (50% yield).

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