Methyl acetoacetate → Ethyl 3,5-dioxo-4-methoxycarbonyl-2-methylhexanoate

Participants

Reaction Steps

Methyl acetoacetate sodium salt (1.24 g; 9 mmole) prepared from methyl acetoacetate and sodium methoxide was suspended in dry toluene (10 ml), and a solution of ethyl 2-chloroformylpropanoate (1.12 g; 6.8 mmole) in dry toluene (5 ml) was dropwise added thereto at room temperature. The resultant mixture was stirred at the same temperature for 1 hour, and insoluble materials were removed by filtration. The filtrate was concentrated at 40° C. under reduced pressure, and the residue was purified by silica gel column chromatography to give ethyl 3,5-dioxo-4-methoxycarbonyl-2-methylhexanoate.

Provenance & Evidence