Potassium Carbonate → HCID 21838027, compound

Participants

Reaction Steps

N,N-dimethylformamide (1.7 ml) was stirred at 0° C. and to this was added dropwise phosphorus oxychloride (0.51 ml). The mixture was stirred for 30 minutes and was added a solution of methyl 3-(furan-3-yl)benzoate (1 g) in N,N-dimethylformamide (0.6 ml), and then was stirred at room temperature overnight. The reaction mixture was poured onto ice/water and then adjusted to pH 8 with an aqueous potassium carbonate solution. The product was extracted with ethyl acetate-tetrahydrofuran (1:1, 2×100 ml) and the extracts were combined, washed successively with water and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by column chromatography on silica gel eluting with a mixture of hexane:ethyl acetate (5:1) to afford methyl 3-(2-formylfuran-3-yl)benzoate (0.75 g).

Provenance & Evidence