Ammonia → HCID 13409302, compound

Participants

Reaction Steps

A mixture of 4,6-dimethyl-1,2,5,6-tetrahydro-4H-2,6-methano-benzo[d]azocine-3-carbonitrile (one diastereomer, 925 mg), water (30 mL), and 4 M hydrochloric acid (30 mL) is stirred at reflux temperature for 9 h. After cooling to ambient temperature, the solution is basified using concentrated aqueous ammonia solution and the resulting mixture is extracted with EtOAc (2×50 mL). The combined organic extracts are washed with brine and dried (MgSO4). Removal of the solvent under reduced pressure affords the title compound.

Provenance & Evidence