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In analogy to a procedure outlined in J. Med. Chem. 32, 1989, 179-182, 2-adamantanone (500 mg) and 1,2-diaminopropane (440 mg) were dissolved in dry ethanol (12 mL) and heated to reflux for 1.5 hours. The mixture was cooled to 0° C. and sodium borohydride (164 mg) was added in portions over 5 minutes). The mixture was allowed to stir at RT for 12 hours. The mixture was evaporated and the residue was dissolved in CHCl3, washed with saturated NaHCO3 solution and brine, dried over Na2SO4 and evaporated. The residue was dried in vacuo to give a slightly yellow liquid that was used without further purification. MS (ESI): 223.4 (MH+).

1. temperatureheated
2. temperatureto reflux for 1.5 hours
3. customThe mixture was evaporated
4. dissolutionthe residue was dissolved in CHCl3
5. washwashed with saturated NaHCO3 solution and brine
6. dry with materialdried over Na2SO4
7. customevaporated
8. customThe residue was dried in vacuo
9. customto give a slightly yellow liquid that
10. customwas used without further purification