Acetic Acid → HCID 14470389, compound

Participants

Reaction Steps

230 g (324 mmol) of pyrrolidine are added dropwise at 0° C. over a period of 45 minutes to a mixture of 45.0 g (216 mmol) of benzalacetophenone and 42.8 g (648 mmol) of cyclopentadiene in 350 ml of methanol. The red reaction solution is stirred for 40 minutes at room temperature and is subsequently admixed at 0° C. with 21 g (346 mmol) of glacial acetic acid. After addition of 300 ml of water and 500 ml of diethyl ether, the product is extracted. The aqueous phase is extracted twice with 250 ml each time of diethyl ether, the combined ether phases are dried over MgSO4 and the solvent is removed under reduced pressure. The crude product is distilled in an oil pump vacuum, giving 30.5 g (55%) of 4,6-diphenyl-5,6-dihydropentalene.

Provenance & Evidence