Sodium Bicarbonate → HCID 15451892, compound

Participants

Reaction Steps

A mixture of 2-(2-acetoxymethylphenyl)-2-methoxyiminoacetamide (793 mg, E/Z=56/44) was dissolved in a 6N hydrogen chloride/dioxane solution (6.3 ml), and the mixture was stirred at room temperature for 3 hours. The reaction mixture was poured into an ice-cooled saturated aqueous solution of sodium bicarbonate, and extracted with ethyl acetate twice. The combined ethyl acetate layer was washed successively with water and saturated brine, and dried over anhydrous sodium sulfate. Evaporation of the solvent under reduced pressure gave the crude product (700 mg). This crude product was crystallized from ethyl acetate-hexane. The crystallization mother liquor was concentrated under reduced pressure and purified by column chromatography on silica gel (ethyl acetate:hexane=1:1) to obtain the title compound (616 mg in total, yield: 77.6%, pale yellow crystals).

Provenance & Evidence