Water → HCID 21278098, compound

Participants

Reaction Steps

Sodium (5.6 g) was added portionwise to a suspension of 1-azabicyclo[3.2.2]nonan-4-one oxime hydrochloride (D1) (2.8 g) in amyl alcohol (100 ml) which was heated under reflux. After all the sodium had reacted, the mixture was cooled to 50° and water (20 ml) was added carefully. The aqueous phase was separated and the amyl alcohol was extracted with 5N hydrochloric acid (2×15 ml). The combined acid extract was washed with diethyl ether and the solvent evaporated in vacuo to give 4-amino-1-azabicyclo[3.2.2]nonane hydrochloride. The hydrochloride salt was basified with 40% sodium hydroxide and the aqueous phase was saturated with potassium carbonate, extracted with diethyl ether, dried (Na2SO4) and the solvent evaporated in vacuo to give the title compound (1.4 g, 68%).

Provenance & Evidence