Sodium hydride → (R)-4-benzyl-3-[2-(3-fluoro-4-methoxy-phenyl)-cyclopropanecarbonyl]-oxazolidin-2-on

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Reaction Steps

After (R)-4-benzyl-oxazolidin-2-on (0.858 g, 4.84 mmol) was dissolved in anhydrous THF (15 mL), NaH (0.226 g, 5.64 mmol) was added thereto, and the mixture was stirred for 30 minutes. 2-(3-Fluoro-4-methoxy-phenyl)-cyclopropanecarbonyl chloride obtained in Step B was added thereto at −78° C., and the mixture was stirred for 15 minutes, and then stirred at room temperature for 2 hours. After the termination of the reaction, the reactant was added with NH4Cl and extracted with ethyl acetate. The organic layer was separated, dried with anhydrous magnesium sulfate, concentrated under reduced pressure, and purified by column chromatography (eluent, EtOAc/Hex/MC=1/5/10) to obtain the title compounds [(more polar, 33 mg, 49%), (less polar, 33 mg, 49%)].

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