Application of 7459-46-3,Some common heterocyclic compound, 7459-46-3, name is Triethyl ethane-1,1,2-tricarboxylate, molecular formula is C11H18O6, 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.
To a reflux solution of triethyl 1,1,2-ethane tricarboxylate (32) (5.0 g, 20.3 mmol) and sodium borohydride (2.3 g, 60.9 mmol) in tert-butyl alcohol (40 mL), methanol (2.5 mL) was added in the reaction mixture in three aliquots over 0.5 h. The resulting solution was heated under reflux condition for additional 0.5 h and allowed to cool down to room temperature. 1 N HCl was added with care until the solution was neutral. The solution was filtered and filtrate was extracted with ethanol. The residue was purified by silica gel column chromatography (chloroform:methanol = 7:1) to give 33 (2.1 g). Yield: 88percent; 1H NMR (300 MHz, CDCl3) delta (ppm) 3.80 (m, 6H), 1.93 (q, J = 5.4 Hz, 1H), 1.71 (m, 2H); ESI [M + H] = 121.3.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Triethyl ethane-1,1,2-tricarboxylate, its application will become more common.
Reference:
Article; You, Hyun; Youn, Hyung-Seop; Im, Isak; Bae, Man-Ho; Lee, Sang-Kook; Ko, Hyojin; Eom, Soo Hyun; Kim, Yong-Chul; European Journal of Medicinal Chemistry; vol. 46; 4; (2011); p. 1153 – 1164;,
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