Sodium hydride → 3-(2,2'-Bisethylcarbamoyl-2-phenylethoxy)propionic acid methyl ester

Participants

Reaction Conditions

Reaction Steps

Sodium hydride (89 mg) was dissolved in THF (5 ml), and the solution was cooled to 0° C. and thereto were added a THF solution (1 ml) of N,N′-diethyl-2-hydroxymethyl-2-phenylmalonamide (400 mg) and tetrabutyl ammonium iodide (10 mg). After addition of a THF solution (2 mL) of methyl 3-bromopropionate (314 mg), the resulting mixture was stirred overnight at room temperature, and further at 60° C. for 0.5 hour. The reaction solution was filtered through a Celite, and the filtrate was concentrated and purified by column chromatography on silica gel (ethyl acetate:hexane=1:1) to give 3-(2,2′-bisethylcarbamoyl-2-phenylethoxy)propionic acid methyl ester (175 mg).

Provenance & Evidence