Acetone Cyanohydrin → HCID 59280235, compound

Participants

Reaction Conditions

Reaction Steps

In a dry pressure resistant vessel of 20 ml, 1.0 g (5.20 mmole) 4-methanesulphonylcyclohexanone, 0.56 g (5.20 mmole) 3-picolylamine, 0.89 g (10.4 mmole) acetonecyanohydrin and 1.06 g (10.4 mmole) triethylamine were dissolved in 16 ml dry methanol. The vessel was closed and heated for 50 hours at 100° C. Methanol was then evaporated and the residue was redissolved in dichloromethane, washed with a saturated NaHCO3 solution, dried over MgSO4, filtered and evaporated. The residue was further purified by means of column chromatography. 7-(pyridin-3-ylmethyl)-7-aza-bicyclo[2.2.1]heptane-1-carbonitrile (structural formula below) was thus obtained in a 50% yield and characterised by proton (1H-NMR) and carbon (13C-NMR) nuclear magnetic resonance, infrared (IR) spectrophotometry and mass spectrum (MSES) as follows:

Provenance & Evidence