OXO-(2-OXO-TETRAHYDRO-FURAN-3-YL)-ACETIC ACID ETHYL ESTER → HCID 178470339, compound

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Reaction Steps

While stirring at room temperature, 1.00 g of synthetic zeolite A-4 powder were added to a solution of 1.00 g (12.03 mmol) of 3-aminopyrazole in 4 ml of acetic acid. Furthermore, a solution of 2.24 g (12.04 mmol) of ethyl (tetrahydro-2-oxo-3-furyl)glyoxylate in 5 ml of acetic acid was added dropwise over 2 minutes while cooling with ice water and stirring, and the mixture was stirred for 4 hours at room temperature. Thereafter, insoluble matter was removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was dissolved in 20 ml of chloroform, and the solution was poured into 100 ml of water. The chloroform layer was separated, and the water layer was further extracted with chloroform (20 ml×2). After all the chloroform layers were put together and dried over anhydrous sodium sulfate, the solvent was distilled off. The residue was subjected to column chromatography on silica gel (chloroform) to obtain 0.66 g (yield: 21.9%) of the intended product.

Provenance & Evidence