Formic Acid → HCID 15052484, compound

Participants

Reaction Conditions

Reaction Steps

Isopropyl alcohol 300 ml and 90% formic acid 12.8 g (0.250 mol) were placed in 500 ml four-neck flask equipped with a reflux condenser. After heating the content to 70° C., a mixture of 2-ethyl-2-butenal 21.6 g (0.22 mol) and ethyl β-amino-β-ethoxycarbonylacrylate 31.1 g (0.166 mol) was added dropwise thereto with air-bubbling and refluxed for 48 hours. To this reaction mixture, conc. hydrochloric acid 10 ml was added dropwise thereto to precipitate remaining ethyl β-amino-β-ethoxy-carbonylacrylate as its hydrochloride form and filtered off at 20° C. Concentration of the filtrate gave 52.2 g of oily substance, which was subjected to silica gel column-chromatography (eluent; ethyl acetate: benzene=1:3) and 10.7 g of 5-ethyl-4-methyl-2,3-diethoxycarbonylpyridine was obtained.

Provenance & Evidence