2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → 5-Chloro-6-(piperidin-1-yl)-benzofuran

Participants

Reaction Steps

A solution of 2.37 g (10.0 mmole) of 5-chloro-6-(piperidin-1-yl)-2,3-dihydrobenzofuran and 2.27 g (10.0 mmole) of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone in 200 ml of dioxane is boiled under reflux for 12 hours. The reaction mixture is cooled and filtered and the filtrate is concentrated in a vacuum rotary evaporator. The residue is chromatographed over silica gel using methylene chloride as eluant (Rf =0.63). In that manner, 5-chloro-6-(piperidin-1-yl)-benzofuran is obtained in the form of an oil which distills at 96°-97°/1.5 torr.

Provenance & Evidence