Isopropanol → (1S*,2S*,5S)-1-Phenyl-8-azabicyclo[3.2.1]octan-2-ol (-)-dibenzoyl tartrate

Participants

Reaction Steps

A solution of (−)-dibenzoyl tartaric acid (4.85 g, 13.5 mmol) in ethyl acetate (100 ml) was added dropwise to a solution of (1R*,2R*,5R*)-1-phenyl-8-azabicyclo[3.2.1]octan-2-ol (Description 47; 11 g, 54.2 mmol) in hot ethyl acetate (250 ml). Iso-propyl alcohol (500 ml) was added and the mixture heated at reflux for 1 hour. The mixture was allowed to cool slowly to room temperature then filtered to yield the title compound (4.8 g, 46%, e.e. >99%).

Provenance & Evidence