New learning discoveries about 105-53-3

Application of 105-53-3,Some common heterocyclic compound, 105-53-3, name is Diethyl malonate, molecular formula is C7H12O4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Application of 105-53-3,Some common heterocyclic compound, 105-53-3, name is Diethyl malonate, molecular formula is C7H12O4, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: The corresponding active methylene compound (2 mmol, 1 equiv.) and 1,4-dibromobut-2-ene (1 equiv.) were added to a round bottom flask with a stir bar under nitrogen atmosphere. To this, THF (0.2 M) and Cesium carbonate (2.5 equiv.) were added. After fitting the condenser, reaction mixture was stirred for overnight at 60C. After cooling to room temperature, the reaction mixture was filtered over Celite and washed with diethyl ether. The organic phase was washed with saturated aqueous NaHCO3, followed by water and brine. After filtration over Na2SO4, the solvent was removed under reduced pressure. The crude product was purified by silica gel column chromatography using hexane and ethyl acetate as the eluent. Corresponding vinylcyclopropanes were obtained as solid/liquid with good yields.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Diethyl malonate, its application will become more common.

Reference:
Article; Chandu, Palasetty; Ghosh, Krishna Gopal; Das, Debabrata; Sureshkumar, Devarajulu; Tetrahedron; vol. 75; 45; (2019);,
Ester – Wikipedia,
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