反応 #40937

反応方程式

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

Dess-Martin periodinane

Et2O

→

title compound

収率 51.7%

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

収率 51.7%

溶媒

THF

反応条件

後処理

1. 1
   洗浄the solution washed with aqueous saturated NaHCO3
2. 2
   乾燥The organic phase was dried (Na2SO4)
3. 3
   その他evaporated
4. 4
   その他The crude was purified by flash chromatography with ethyl acetate-petroleum ether (1-1)

実験手順

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).

出典