Acetic Acid → HCID 70092189, compound

Participants

Reaction Steps

A mixture of ethyl 8-ethyl-2,3-di(phenylmethyl)-2-azabicyclo[2.2.2]oct-7-ene-6-carboxylate (132 g, 0.31 mol) in 48% HBr (1300 mL) was refluxed for 30 minutes, then acetic acid (650 mL) was added and the mixture was refluxed for an additional 24 hours. A precipitate formed which was collected by filtration and washed with acetic acid/ether to afford 20.8 g of 2.3-di(phenylmethyl)-8-ethylidene-2-azabicyclo[2.2.2]octane-6-carboxylic acid hydrobromide, m.p. 251°-253° C. (dec.). Additional crops of the product were obtained by cooling the filtrate in an ice-bath and collecting the crystals that formed by filtration. A total of 69.8 g (50%) of the product was obtained in this manner.

Provenance & Evidence