Water → 8-Azabicyclo[3.2.1]octane hydrochloride

Temperature

80 °C

Tropane (11.0 mL, 7.44 mmol) was dissolved in toluene (10 mL), chloroethyl carbonate (2.2 mL, 23 mmol) was added slowly, and the mixture stirred at 80° C. for 24 hours. Distilled water was added to the reaction mixture, and the mixture extracted with ethyl acetate. The organic phase was dried and concentrated by anhydrous magnesium sulfate. The obtained oily residue was dissolved in concentrated hydrochloric acid (10 mL), and heated with stirring at 100° C. for 2 hours. The solvent was distilled off under reduced pressure, toluene was added to the residue, and the mixture distilled under reduced pressure to obtain the target substance (820 mg, 72%) as a colorless solid.

1. extractionthe mixture extracted with ethyl acetate
2. customThe organic phase was dried
3. concentrationconcentrated by anhydrous magnesium sulfate
4. dissolutionThe obtained oily residue was dissolved in concentrated hydrochloric acid (10 mL)
5. temperatureheated
6. stirringwith stirring at 100° C. for 2 hours
7. distillationThe solvent was distilled off under reduced pressure, toluene
8. additionwas added to the residue
9. distillationthe mixture distilled under reduced pressure
10. customto obtain the target substance (820 mg, 72%) as a colorless solid

ORD record

ord-87389168858049e88e1db99f1700a352

Source dataset

uspto-grants-2009_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07521455B2