반응 #325362

반응 방정식

sodium bicarbonate

tert-butyl [4-(bromomethyl)phenyl](cyclopentyl)acetate

2-phenyl-4H-1,3,4-oxadiazin-5(6H)-one

cesium carbonate

→

crude product

Tert-Butyl Cyclopentyl{4-[(5-oxo-2-phenyl-5,6-dihydro-4H-1,3,4-oxadiazin-4-yl)methyl]phenyl}-acetate

용매

DMF

반응 조건

후처리

1. 1
   추출extracted twice with ethyl acetate
2. 2
   건조The combined organic phases were dried over magnesium sulfate
3. 3
   기타evaporated to dryness under reduced pressure

실험 절차

8.16 g (23.1 mmol) of tert-butyl [4-(bromomethyl)phenyl](cyclopentyl)acetate, 3.7 g (21 mmol) of 2-phenyl-4H-1,3,4-oxadiazin-5(6H)-one and 7.53 g (23.1 mmol) of cesium carbonate in 147 ml of DMF were stirred at room temperature for 12 h. The reaction solution was then stirred with saturated aqueous sodium bicarbonate solution and extracted twice with ethyl acetate. The combined organic phases were dried over magnesium sulfate and evaporated to dryness under reduced pressure. The crude product obtained was purified chromatographically on silica gel (mobile phase cyclohexane/ethyl acetate 5:1). This gave 6.51 g (14.5 mmol, 69% of theory) of the title compound.

출처