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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2111845Generated: October 25, 2026

Water → 8-Azabicyclo[3.2.1]octane hydrochloride

https://huagongshe.com/reaction/2111845

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTropaneHCID 637986—
ReactantChloroethyl carbonateHCID 22631361—
SolventTolueneHCID 1140—
Product8-Azabicyclo[3.2.1]octane hydrochlorideHCID 522272—

Reaction Conditions

Temperature80 °C

Reaction Steps

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.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07521455B2
Source datasetuspto-grants-2009_04
ORD IDord-87389168858049e88e1db99f1700a352
Source noteuspto-grants-2009_04