Water → 5-benzyl-6,7-dihydro-5H-furo[3,2-c]pyridin-4-one

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Reaction Steps

A solution of the above crude methyl 2-(2-mesyloxyethyl)furan-3-carboxylate, 0.65 g (6.1 mmol) of benzylamine and 2.33 ml (13.4 mmol) of N,N-diisopropylethylamine in 50 ml of acetonitrile was refluxed for 1 week. The reaction mixture was poured into water and extracted with ethyl acetate 3 times. The combined organic layer was dried over anhydrous magnesium sulfate; the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate=3/1) to yield the desired product.

Provenance & Evidence