Water → HCID 53890816, compound

Participants

Reaction Steps

To a solution of 0.377 g (1.294 mmol) of 4-(6,7-dihydro-4H-furo[3,2-c]pyridin-5-ylsulfonyl)benzaldehyde and 0.60 g (1.55 mmol) of benzyltriphenylphosphonium chloride in 30 ml of methanol, 0.30 g (1.55 mmol) of 28% sodium methoxide in methanol was added dropwise at room temperature, followed by overnight stirring at room temperature. 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 crude product was subjected to silica gel column chromatography (hexane/ethyl acetate=3/1) to yield 5-(stilbene-4-sulfonyl)-4,5,6,7-tetrahydrofuro[3,2-c]pyridine as a mixture of the (E) and (Z)-isomers.

Provenance & Evidence