Ammonia → HCID 67403453, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-(6-methoxy-naphthalen-2-yl)-1-aza-bicyclo[2.2.2]oct-2-ene (0.80 g, 2.10 mmol) and dichloromethane (25 ml) was cooled to −10° C. Borontribromide (10 eq) solved in dichloromethane (21.0 ml, 21.0 mmol) was added dropwise at −10° C. The mixture was allowed to stir for 48 h. Concentrated ammonia (20 ml) was added. The phases were separated and the aqueous phase was extracted with dichloromethane (2×20 ml). The combined organic phase was dried and evaporated. The free base of the title compound was precipitated to the hydrochloric acid salt by addition of hydrogen chloride solved in ethanol. Yield 20 mg (3%). Mp 227-230° C.

Provenance & Evidence