Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Galactaric acid | HCID 3037582 | — |
| Reactant | HCID 20781112 | HCID 20781112 | — |
| Catalyst | Water | HCID 962 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 131724874 | HCID 131724874 | 62.4% |
Reaction Steps
To a stirred solution of (2S)-3-(2-pyrrolidin-2-ylvinyl)pyridine (120 mg, 0.689 mmol) in ethanol (2 mL), galactaric acid (72.4 mg, 0.344 mmol) was added. The mixture was heated at 70° C., sonicated and then water (1-2 drops) was added; this process was repeated until most of the solid dissolved. The remaining insoluble material was removed by filtration. To the filtrate anhydrous diethyl ether was added dropwise until it became cloudy. After 16 h at 4° C. a precipitate was formed; this was filtered and vacuum dried to give 120 mg (61.9% yield) of product as a light brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06890935B2 |
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| Source dataset | uspto-grants-2005_05 |
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| ORD ID | ord-8a537e2bbb1245ddba5874fbd411e5c8 |
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| Source note | uspto-grants-2005_05 |
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