Malonic Acid → Carbamic acid, (1,3-dioxo-1,3-propanediyl)bis-, diethyl ester

温度

80 °C

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 malonyidiurethane weighing 10.62 g. The NMR spectrum was consistent with the proposed structure.

1. customThis powder was placed in a flask
2. temperatureAfter this reaction mixture had cooled to ambient temperature
3. extractionwas extracted with ethyl acetate
4. washThe combined extracts were washed in succession with saturated aqueous solutions of sodium bicarbonate and sodium chloride
5. dry with materialwere then dried over anhydrous magnesium sulfate
6. filtrationfiltered
7. filtrationThe solution was filtered through a short column of silica gel, which
8. washwas eluted with ethyl acetate
9. customThe solvent was then evaporated under reduced pressure

ORDレコード

ord-03c6b851f8864e6ca598d8212ffb7f59

出典データセット

uspto-grants-1998_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05798316