Acetic Acid → HCID 56634559, compound

Participants

Reaction Steps

55.3 g of 4-chloroacetoacetic acid ethyl ester, 41 g of thiophene-3-aldehyde, 3.8 ml of glacial acetic acid and 1.5 ml of piperidine were dissolved in 30 ml of benzene. The solution was boiled for 7 hours, using a water separator, and, after the solution had been cooled, 400 ml of ether were added and the mixture was extracted three times with water. After the extract had been dried over sodium sulphate and the solvent had been evaporated off, the crude product was subjected to incipient distillation and the residue was then purified over a short silica gel column (70 to 230 mesh) (Mobile phase: petroleum ether/ether 8/2). The E/Z mixture was obtained as an oil.

Provenance & Evidence