反应 #344560

反应方程式

malonic acid

ethyl carbamate

phosphorus oxychloride

→

malonyldiurethane

收率 43.1%

溶剂

water

反应条件

后处理

1. 1
   其他This powder was placed in a flask
2. 2
   温度After this reaction mixture had cooled to ambient temperature
3. 3
   萃取was extracted with ethyl acetate
4. 4
   洗涤The combined extracts were washed in succession with saturated aqueous solutions of sodium bicarbonate and sodium chloride
5. 5
   干燥were then dried over anhydrous magnesium sulfate
6. 6
   过滤filtered
7. 7
   过滤The solution was filtered through a short column of silica gel, which
8. 8
   洗涤was eluted with ethyl acetate
9. 9
   其他The solvent was then evaporated under reduced pressure

实验过程

With a mortar and pestle 10.40 g (0.100 mole) of malonic acid and 18.00 g (0.210 mole) of ethyl carbamate were ground to a fine powder. This powder was placed in a flask, and 16.0 mL (0.167 mole) of phosphorus oxychloride was added. This mixture was heated at 80° C. until the evolution of gas ceased. After this reaction mixture had cooled to ambient temperature, 210 mL of water was added. When the stiff glassy mixture became fluid, it was extracted with ethyl acetate. The combined extracts were washed in succession with saturated aqueous solutions of sodium bicarbonate and sodium chloride and were then dried over anhydrous magnesium sulfate and filtered. The solution was filtered through a short column of silica gel, which was eluted with ethyl acetate. The solvent was then evaporated under reduced pressure, leaving a crystalline mass of malonyldiurethane weighing 10.62 g. The NMR spectrum was consistent with the proposed structure.

来源