Potassium Carbonate → HCID 86644526, compound

Participants

Reaction Steps

To a solution of 1.1 g of ethyl 2-(methylhydrazono)propanoate in 20 mL of acetonitrile was added 0.68 g of potassium carbonate. The mixture was stirred under ice cooling. To the mixture was added dropwise a solution of 1.26 g of 4-chloro-2,6-diethylphenylacetyl chloride in 8 mL of acetonitrile over about 10 minutes. The mixture was further stirred at room temperature for 3 hours. Then, the reaction mixture was concentrated under reduced pressure. To the residue was added 20 mL of ice water, followed by extraction with ethyl acetate (20 mL, 10 mL×2). The extracts were combined, washed with an aqueous saturated sodium chloride solution (20 mL×2), dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to basic alumina column chromatography (ethyl acetate:hexane=1:6) to give 1.2 g of a light yellow solid. The solid was washed with cold hexane and air dried to give 0.79 g of the title compound as a white powder.

Provenance & Evidence