Water → HCID 539799, compound

Participants

Reaction Steps

(E)-methyl 3-(methylamino)but-2-enoate (12.9 g, 100 mmol) was dissolved in 300 mL anhydrous THF and 12 mL pyridine was added into the solution dropwise. The reaction was cooled in ice bath, and 4-nitrobenzoyl chloride (18.7 mL in 50 mL anhydrous THF) was added into the solution slowly. The reaction was warmed up to room temperature and stirred for overnight. After adding 300 mL water into the reaction, the solution was extracted by ethyl acetate for 3 times. The combined organic layer was further washed with water and brine, dried over Na2SO4, and removed under the vacuum to give methyl 2-(4-nitrobenzoyl)-3-oxobutanoate as the solid without further purification (25.2 g, 95% yield).

Provenance & Evidence