Diethyl Malonate → HCID 59331284, compound

Participants

Reaction Steps

To a solution of 5-bromo-2-(1,3-dioxolan-2-yl)pyridine (2.00 g) in 1,4-dioxane (30 mL) were added diethyl malonate (1.6 mL), palladium acetate (II) (195 mg), di-tert-butyl(2′-methylbiphenyl-2-yl)phosphane (600 mg) and tripotassium phosphate (4.30 g), and the mixture was heated under reflux under argon atmosphere overnight. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate, and the insoluble material was filtered off through celite. The filtrate was concentrated, and the residue was subjected to silica gel column chromatography, and the title compound (1.95 g, yield 72%) was obtained as a brown oil from a fraction eluted with ethyl acetate-hexane (1:1, volume ratio). MS: 310 (MH+).

Provenance & Evidence