Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acrylic Acid | HCID 6581 | — |
| Reactant | (+-)-3-Quinuclidinol | HCID 15381 | — |
| Reactant | HCID 14389216 | HCID 14389216 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 49786064 | HCID 49786064 | 86.3% |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08519125B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-343e1205896948e980e7c96f1799e8f6 |
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| Source note | uspto-grants-2013_08 |
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