Extracurricular laboratory: Synthetic route of 14064-10-9

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 14064-10-9, name is Diethyl 2-chloromalonate, A new synthetic method of this compound is introduced below., Computed Properties of C7H11ClO4

DBU (4.64 g, 30.5 mmol) was added at room temperature to a solution of 8 (7.00 g, 27.7 mmol) and diethyl chloromalonate (6.47 g, 33.2 mmol) in DMF (70 ml). After stirring at this temperature for 24 h, the reaction mixture was quenched with H2O (200 ml) at 0 ¡ãC. The aqueous layer was extracted with AcOEt (200 ml ¡Á 2). The combined organic layers were dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by column chromatography on silica gel (hexane-AcOEt) to give 9 (4.67 g, 50percent) as a yellow solid. 1H NMR (400 MHz, CDCl3) delta 1.38 (3H, t, J = 7.1 Hz), 1.47 (9H, s), 1.87-1.95 (2H, m), 2.38-2.49 (1H, m), 2.74-2.87 (2H, m), 4.10-4.28 (2H, m), 4.35 (2H, q, J = 7.1 Hz), 4.50 (2H, br s), 7.06 (1H, s).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Koshizawa, Tomoaki; Morimoto, Toshiharu; Watanabe, Gen; Watanabe, Toshiaki; Yamasaki, Nao; Sawada, Yoshikazu; Fukuda, Tomoaki; Okuda, Ayumu; Shibuya, Kimiyuki; Ohgiya, Tadaaki; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3249 – 3253;,
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