Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Ibuprofen, (+-)- | HCID 3672 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 1-Deoxy-1-(octylamino)-D-glucitol | HCID 90064 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | (S)-ibuprofen N-octyl-D-glucamine salt | HCID 131719976 | 87,2% |
Reaktionsschritte
Racemic ibuprofen (18.03 g, 87.4 mmol), N-octyl-D-glucamine (12.12 g, 41.3 mmol), triethylamine (8.6 g, 88 mmol), water (0.5 mL), and toluene (150 mL) were heated to 80° C., forming a clear solution. The solution was cooled slowly to 25° C. The resulting crystalline precipitate was recovered by filtration, washed with toluene, and dried to give (S)-ibuprofen N-octyl-D-glucamine salt (18.0 g, 82.4% yield, 86.4% ee).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05621140 |
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| Quelldatensatz | uspto-grants-1997_04 |
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| ORD ID | ord-0c658f9fdb5444a4a40ce754718f35a8 |
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| Quellennotiz | uspto-grants-1997_04 |
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