Sulfuric Acid → 2-(3-Carboxymethyl-4-nitrophenyl)propionic acid

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Reaction Steps

In acetic acid (1 mL) was dissolved diethyl 2-[3-[cyano(ethoxycarbonyl)methyl]-4-nitrophenyl]-2-methylmalonate (obtained in the same manner as in Example 5, 406 mg, 1 mmol.). The solution was heated for 36 hours under reflux, after addition of water (0.9 mL) and concentrated sulfuric acid (0.1 mL). The reaction mixture was diluted with water, and then extracted with ethyl acetate. The ethyl acetate portion was washed successively with water and an aqueous saturated sodium chloride solution, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, to give 189 mg (yield: 75%) of the desired compound as a brown crystalline product.

Provenance & Evidence