Methyl acetoacetate → HCID 178501737, compound

Participants

Reaction Steps

Part A: NaNO2 (13.8 gram) was dissolved in water (48 ml) at 4° C. The resulting solution was slowly added to a magnetically stirred solution of 3-oxo-butyric acid methyl ester (17.4 gram, 0.15 mol) while keeping the temperature <5° C. After stirring the mixture for two hours water (120 ml) was added and the resulting mixture was extracted twice with diethyl ether. The combined organic layers were successively washed with water and a 5% aqueous NaHCO3 solution. The organic layer was dried over MgSO4, filtered and thoroughly concentrated to give crude 2-hydroxyimino-3-oxo-butyric acid methyl ester (24 gram) as a colorless oil which was not further purified. 1H-NMR (400 MHz, CDCl3): 2.42 (s, 3H), 3.91 (s, 3H), 9.90 (br s, 1H).

Provenance & Evidence