Hydrochloric Acid → HCID 18352160, compound

Temperature

5 °C

A 50 ml 3-necked round bottom flask was fitted with a pressure equalised dropping funnel, bubbler and magnetic stirrer. 8-(2,2-Difluoroethyl)-8-azabicyclo[3.2.1]octan-3-one (4.82 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 (2.23 g, 41 mmol) and the mixture stirred until the ammonium chloride had dissolved (5 minutes). The mixture was cooled to 5° C., a solution of potassium cyanide (5.03 g, 65 mmol) in water (7.5 ml) was added over 0.25 hour then the reaction was stirred at 0° C. for 3 hour. After this time, the lower oil phase was separated from the solid precipitate/aqueous phase to give 3-cyano-3-hydroxy-8-(2,2-difluoroethyl)-8-azabicyclo[3.2.1]octane as an oil which darkened on standing (5.32 g). The product was used directly in the next step.

1. customA 50 ml 3-necked round bottom flask was fitted with a pressure
2. dissolutionhad dissolved (5 minutes)
3. customAfter this time, the lower oil phase was separated from the solid precipitate/aqueous phase

ORD record

ord-9eee111b3baa4ee1a6207aa3ff8d312c

Source dataset

uspto-grants-2001_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06323343B1