Synthetic Route of 685-88-1, These common heterocyclic compound, 685-88-1, name is Diethyl fluoromalonate, 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.
b) Fluoro[(phenylmethoxy)methyl]propanedioic acid, diethyl ester In a 500 ml. flask, sodium hydride (4.08 g., 102 mmole, 60% dispersion in mineral oil) was suspended in dry tetrahydrofuran (100 ml.). The suspension was cooled to -20C., and benzyl chloromethyl ether (18.6 ml., 134 mmole) was added via syringe. To the resulting mixture was added a solution of diethyl fluoromalonate (12 g., 67.4 mmole) in dry tetrahydrofuran (300 ml.) via addition funnel (rinsed with 5 ml. of solvent). The mixture was warmed to 0C. and stirred for 3 hours. Then, the mixture was warmed to room temperature and stirred for 1.5 hours. The mixture was cooled to 0C. and quenched with dry ethanol (20 ml.). The reaction solution was stirred at room temperature for 30 minutes, and then slowly poured into saturated ammonium chloride (300 ml.) at 0C. The mixture was diluted with diethyl ether (300 ml.) and separated. The aqueous layer was further extracted with diethyl ether (2 x 100 ml.), and the combined organic layers were washed with saturated aqueous sodium bicarbonate (2 x 100 ml.). The organic layer was dried over sodium sulfate, filtered, and the solvent was removed by rotary evaporation to afford 31 g. of a brown oil. Flash chromatography (16 – 20% ethyl acetate-hexane) afforded 18.8 g. of the title compound.
The synthetic route of 685-88-1 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; E.R. SQUIBB & SONS, INC.; EP554025; (1993); A2;,
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