Naphthalic anhydride → HCID 10040803, compound

Participants

Reaction Steps

A solution of 1,8-naphthalic anhydride (1.9 g, 9.6 mmol) and (RS)-3-amino-1-azabicyclo[2.2.2]octane (1.2 g, 9.5 mmol) in n-butanol (100 mL) was stirred for 3 hours at reflux temperature and the solution concentrated to dryness. Purification of the remaining solid by column chromatography (silica-gel; 5-10% gradient methanol in CH2Cl2 and approximately 1% aqueous NH4OH) gave (RS)-2-(1-azabicyclo[2.2.2]oct-3-yl)-2,3-dihydro-1H-benz[de]isoquinoline-1,3-dione (2.45 g, 7.95 mmol), m.p. 206°-207° C.

Provenance & Evidence