Electric Literature of 42726-73-8,Some common heterocyclic compound, 42726-73-8, name is tert-Butyl methyl malonate, molecular formula is C8H14O4, 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.
A solution of t-butyl methyl malonate (0.69 g, 3.9 mmol) in dimethylformamide (10 mL) was treated with sodium hydride (60percent in mineral oil, 0.16 g, 3.9 mmol) at 60° C. for 30 minutes. After cooling to room temperature, a solution of the compound of Example 1(a) (1.2 g, 3.0 mmol) in dimethylformamide (10 mL) was added dropwise. After stirring at room temperature overnight, the reaction mixture was diluted with ethyl acetate/hexanes (1:1, 100 mL) and washed with water (5.x.50 mL) and brine (50 mL), and dried (Na2SO4). After removing the solvent under the reduced pressure, the residue was dissolved in toluene (100 mL) and p-toluenesulfonic acid monohydrate (0.2 g, 1.0 mmol) was added. The resulting mixture was heated to reflux for 2h. After cooling to room temperature, the mixture was diluted with ethyl acetate (50 mL), washed with saturated NaHCO3 (50 mL) and brine (50 mL), and dried (Na2So4). After removing the solvent under the reduced pressure, the residue was purified by flash column chromatography (silica gel, 1:4 EtOAc/hexanes) to afford 0.47 g (40percent) of the title compound as a brown oil: 1H NMR (CDCl3) delta 7.34 (m, 5H), 4.55 (s, 2H), 3.67 (s, 3H), 3.54 (m, 3H), 3.33 (m, 2H), 3.05 (m, 1H), 2.68 (m, 3H), 2.16 (m, 1H), 1.25-1.70 (m, 12H), 0.93 (t, 3H). MS(ES) m/e 390 [M+H]+.
The synthetic route of 42726-73-8 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Xiang, Jia-Ning; Christensen IV, Siegfried B.; Liao, Xiangmin; Cummings, Maxwell D.; US2004/77856; (2004); A1;,
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