Acetone Cyanohydrin → HCID 178481541, compound

Participants

Reaction Steps

0.83 g (2.8 mmol) of 3-oxo-1-cyclohexenyl 1-methyl-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxylate was dissolved in acetonitrile (50 mL). 0.43 mL (3.1 mmol) of triethylamine and 0.26 g (3.1 mmol) of acetone cyanohydrin were added to the above solution, and the resulting mixture was stirred for one whole day and night at room temperature. The reaction mixture was poured into a saturated aqueous solution of sodium hydrogen carbonate, and the mixture was washed with ethyl acetate. Citric acid was added to the aqueous phase to adjust the aqueous phase to pH 3 to 4, and the reaction mixture was extracted with ethyl acetate. The organic phase was washed with water, dried, and concentrated. The residue was purified by column chromatography (ethyl acetate:n-hexane=1:1 to 1:0), and thus, 0.30 g of the title compound was obtained as a pale yellow powder (yield: 36%).

Provenance & Evidence