Reacción #40937

Ecuación de reacción

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

Dess-Martin periodinane

Et2O

→

title compound

Rendimiento 51.7%

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

Rendimiento 51.7%

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadothe solution washed with aqueous saturated NaHCO3
2. 2
   SecadoThe organic phase was dried (Na2SO4)
3. 3
   Otroevaporated
4. 4
   OtroThe crude was purified by flash chromatography with ethyl acetate-petroleum ether (1-1)

Procedimiento

1-(4-Hydroxy-butyl)-5-trifluoromethyl-1H-pyrimidine-2,4-dione (Prep 23, 44 mg, 0.17 mmol) was dissolved in dry THF (5 mL), the solution was cooled to 0° C. and Dess-Martin periodinane (127 mg, 0.28 mmol) was added. The mixture was stirred at 0° C. for 1.5 hours. Et2O was added and the solution washed with aqueous saturated NaHCO3. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography with ethyl acetate-petroleum ether (1-1) to give 22 mg of the title compound (50% yield).

Fuente