Acrylic Acid → HCID 49786064, compound

1.91 grams of 3-quinuclidinol was added to a 100 mL round bottom flask containing a stir bar. 50 mL of dichloromethane was added to the flask and the mixture stirred to dissolve the quinuclidinol. 1.08 grams of acrylic acid was dissolved in 8 mL of dichloromethane in a test tube and then added dropwise to the solution of 3-quinuclidinol with stirring. The mixture was allowed to stir for 48 hours at room temperature during which time about half of the dichloromethane evaporated leaving a white slurry which was diluted with ethyl acetate and the solid collected in a medium porosity glass fritted funnel. The solid was washed with 30 mL of ethyl acetate and the resulting solid dried in a 85° C. drying oven to give 2.37 grams of a white solid. The structure was confirmed by positive mode electrospray mass spectrometry (M+H)=199.3 m/z and 1H NMR.

1. additioncontaining a stir bar
2. stirringwith stirring
3. customevaporated
4. customleaving a white slurry which
5. customthe solid collected in a medium porosity glass fritted funnel
6. washThe solid was washed with 30 mL of ethyl acetate
7. customthe resulting solid dried in a 85° C.
8. customdrying oven

ORD record

ord-343e1205896948e980e7c96f1799e8f6

Source dataset

uspto-grants-2013_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08519125B2