Sulfuric Acid → N-((1RS,2RS,5SR)-8-Methyl-2-phenyl-8-aza-bicyclo[3.2.1]oct-2-yl)-acetamide

Participants

Reaction Steps

To a suspension of 210 mg (0.966 mmol) 8-methyl-2-phenyl-8-aza-bicyclo[3.2.1]octan-2-ol in 1.6 ml acetonitrile under nitrogen at 0° C., was added drop-wise 560 ul (10.43 mmol) sulfuric acid (98%) over a period of 10 minutes. The colorless solution was then stirred at room temperature for 48 hours. The solution was poured onto ice. The mixture was basified with NaOH 5N and extracted 3 times with dichloromethane. The combined extracts were dried over sodium sulfate, filtered and concentrated in vacuo. The crude colorless oil (209 mg) was purified with flash column chromatography on silica (20 g) eluting with a gradient formed from n-heptane and ethyl acetate (0 to 100%) to provide 180 mg (y: 72.1%) of the title compound as a colorless oil. MS (m/e): 259.2 (M+H+).

Provenance & Evidence