Propane sultone → HCID 49786153, compound

Participants

Reaction Conditions

Reaction Steps

1.91 grams of 3-quinuclidinol was added to a 100 mL round bottom flask containing a stir bar. 50 mL of chloroform was added to the flask and mixture stirred to dissolve the quinuclidinol. The solution was cooled to near 0° C. in an ice bath. 1.83 grams of propane sultone was dissolved in 8 mL of chloroform in a test tube and then added dropwise to the solution of 3-quinuclidinol with stirring. During the addition of the propane sultone a white solid began to precipitate from solution. Following the addition the ice bath was removed and the solution allowed to warm to room temperature. The mixture was allowed to stir overnight then diluted with 50 ml of acetone and the solid collected on a fine porosity fritted glass funnel. The white precipitate was washed with 30 mL of acetone and the solid dried in a drying chamber containing Drierite® to obtain 3.42 g of a white solid. The structure was confirmed by positive mode electrospray mass spectrometry (M+Na)=286.2 and 1H NMR.

Provenance & Evidence