These common heterocyclic compound, 57267-03-5, name is Ethyl 2,2,2-triethoxyacetate, its 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. name: Ethyl 2,2,2-triethoxyacetate
To a solution of 2M LDA in THF/hexane/ethylbenzene (4.3 ml, 8.60 mmol) in dry THF (5 ml) cooled to -78C under inert atmosphere was added methylpyrazine (0.40 g, 4.25 mmol). The RM was stirred for 15 min then ethyl 2,2,2-triethoxyacetate (1.03 ml, 4.68 mmol) was added. The solution was allowed to warm to RT and stirred for 16 h. The RM was poured into 1M HC1 and stirred for 1 h. The mixture was neutralized with NaHC03 solution and extracted three times with DCM. The combined organics were washed with brine, dried over Na2S04, filtered and evaporated. The crude was purified by FCC (0 – 90 % EtOAc in DCM) to give the title compound as an orange solid. Y = 87 %. NMR (300 MHz, chloroform-) delta 13.01 (s, 1H), 8.60 (d, J= 2 Hz, 1H), 8.49 (d, J= 3 Hz, 1H), 8.45 – 8.41 (m, 1H), 6.66 (s, 1H), 4.40 (q, J= 7 Hz, 2H), 1.42 (t, J= 7 Hz, 3H)
The synthetic route of Ethyl 2,2,2-triethoxyacetate has been constantly updated, and we look forward to future research findings.
Reference:
Patent; NODTHERA LIMITED; BOCK, Mark G.; WATT, Alan Paul; PORTER, Roderick Alan; HARRISON, David; (229 pag.)WO2019/25467; (2019); A1;,
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