Methyl acetoacetate → HCID 86746566, compound

Participants

Reaction Conditions

Reaction Steps

In an atmosphere of argon gas, methyl acetoacetate (0.29 ml) was added to a suspension of sodium hydride (60%, in oil) (129 mg) in anhydrous tetrahydrofuran (15 ml) at 0° C. under stirring, followed by stirring for 10 minutes. After cooling at -78° C., the mixture to which a solution of n-butyllithium in n-hexane (1.6M, 2.7 ml) was added was stirred for 10 minutes. A solution of the compound (748 mg) obtained by Step 2 of Reference Example 13 in anhydrous tetrahydrofuran (7 ml) was added to the mixture, followed by stirring at -78° C. for 30 minutes. The reaction mixture to which aqueous ammonium chloride solution was added was extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate and distilled to remove the solvent. The residue was subjected to a silica gel column chromatography using ethyl acetate-n-hexane to give the title compound (768 mg) as pale yellow oily substance.

Provenance & Evidence