Octane → HCID 15663655, compound

Participants

Reaction Steps

To a solution of (±)3-methanesulphonyloxy-1-azabiyclo[2.2.2]octane (1.3 g; 6.3 mmol) in dry DMF (20 mL) was added 1,2,4-triazole, sodium salt (1.5 g; 21 mmol). The resulting mixture was refluxed for 2 hours. The reaction mixture was cooled to room temperature and concentrated to dryness. The residue was taken up into 1M Na2CO3 and extracted into CH2Cl2 (3×50 mL). The organics were combined, dried (Na2SO4), filtered, and evaporated to yield 0.57 g of a crude yellow oil. MPLC (Al2O3 ; 2% MeOH/CH2Cl2) provided two fractions, the first containing a byproduct and the second containing the triazole. Yield 300 mg (27%).

Provenance & Evidence