Hydrochloric Acid → HCID 18316935, compound

Participants

Reaction Conditions

Reaction Steps

A 50 ml 2-necked round bottom flask was fitted with a pressure equalised dropping funnel, bubbler and magnetic stirrer. 8-(2,2,2-Trifluoroethyl)-8-azabicyclo[3.2.1]octan-3-one (5.23 g, 25 mmol) was charged to the reaction flask and suspended in water (5 ml). Hydrochloric acid (5 ml, 5M) was added followed by solid ammonium chloride (2.15 g) and the mixture stirred until the ammonium chloride had dissolved. The mixture was cooled to 0° C., a solution of potassium cyanide (5.031 g, 75 mmol) in water (7.5 ml) was added over 1 hour and the resulting mixture was then stirred at 0° C. for 2 hours during which time a solid precipitate formed. The precipitate was isolated by filtration and sucked dry for 10 minutes, to give 3-cyano-3-hydroxy-8-(2,2,2-trifluoroethyl)-8-azabicyclo[3.2.1]octane as an off-white solid (6.62 g).

Provenance & Evidence