Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ibuprofen, (+-)- | HCID 3672 | — |
| Reactant | L-Lysine | HCID 5962 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Dexibuprofen lysine anhydrous | HCID 9819903 | 98.1% |
Reaction Steps
167 grams of racemic ibuprofen and 118 grams of (S)-lysine were charged into 180 cc of water and 5.82 liters of ethanol were added. The resulting slurry was agitated and aged at 30° C. for 24 hours. A clear liquor was drawn off through a filter and the liquor cooled to 25° C. The resulting supersaturated liquor was then added to a slurry of 50 grams of 99.4% (S)-ibuprofen-(S)-lysine. The precipitated solid was separated by filtration and the mother liquor recycled to the slurry mixture of racemic ibuprofen and (S)-lysine. The procedure was continued until essentially all the (S)-ibuprofen in the original charge was depleted. This procedure resulted in the formation of 144 grams of 98.1-98.8% pure (S)-ibuprofen-(S)-lysine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04994604 |
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| Source dataset | uspto-grants-1991_02 |
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| ORD ID | ord-8c4db727173c4390897c9f6ea3835f01 |
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| Source note | uspto-grants-1991_02 |
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