Diethyl (ethoxymethylene)malonate → HCID 15675229, compound

Participants

Reaction Steps

5-Methoxy-2-methoxymethoxyaniline (3.6 g) and diethyl ethoxymethylenemalonate (4.5 g) were heated at a temperature of 100°-120° C. for 1 hour. Eighty milliliter of diphenyl ether was added to the mixture, and the resulting mixture was further heated at 250°-260° C. for 1.5 hours. After the mixture was left to cool down to room temperature, it was purified by silica gel column chromatography (Wako Gel C-200, 140 g). Elution with a mixed solvent of chloroform (97 parts) and methanol (3 parts) gave 3.0 g of 3-ethoxycarbonyl-5-methoxy-8-methoxymethoxy-4(1H)-quinolone (compound 5).

Provenance & Evidence