Propane sultone → HCID 49786153, compound

Temperature

0 °C

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.

1. additioncontaining a stir bar
2. stirringwith stirring
3. customto precipitate from solution
4. additionthe addition the ice bath
5. customwas removed
6. temperatureto warm to room temperature
7. stirringto stir overnight
8. additionthen diluted with 50 ml of acetone
9. customthe solid collected on a fine porosity fritted glass funnel
10. washThe white precipitate was washed with 30 mL of acetone
11. customthe solid dried in a drying chamber
12. additioncontaining Drierite®

ORD record

ord-90794d2320de4391abc75b4d1c05d046

Source dataset

uspto-grants-2013_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08519125B2