Cyclopentadiene → HCID 19774595, compound

Participants

Reaction Steps

18.9 ml of a 30 percent strength solution of sodium methanolate (105 mmol) in methanol was initially introduced into the reaction vessel at 0° C, and a solution of 9.2 g (42.2 mmol) of 1,4-bis(2-furyl)-1,4-butanedione and 3.8 ml (46.2 mmol) of cyclopentadiene in DMSO were added dropwise in the course of 1 hour. After the mixture had been stirred at room temperature for 45 minutes it was poured onto ice-water and extracted with diethyl ether. After drying and evaporation, the residue was chromatographed on silica gel. 3.0 g (29 %) of the indene 14 could be obtained with hexane/methylene chloride (2:1) as the mobile phase.

Provenance & Evidence