Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Omeprazole sulfide | HCID 155794 | — |
| Edukt | Sodium Bicarbonate | HCID 516892 | — |
| Edukt | Monoperoxyphthalic Acid Magnesium Salt | HCID 10130449 | — |
| Edukt | Methanol--water (1/1) | HCID 22242641 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | HCID 178488147 | HCID 178488147 | 92% |
Reaktionsschritte
To a solution of 3.44 g of pyrmetazole (10.5 mmol) in 30 mL of 9:1 v/v methanol/water at -10° C. was added dropwise a solution of 3.10 g of MMPP in 30 mL of 9:1 v/v methanol/water over a 10 minute period. The reaction mixture was stirred at -10° C. for 35 minutes then poured into a mixture of 100 mL of saturated aqueous sodium bicarbonate and 40 mL of methylene chloride. The layers were separated and the aqueous layer was extracted 3 times with methylene chloride. The combined organic layers were dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under vacuum and the residue was slurried in EtOAc and the slurry stirred for 10 minutes. The solid was collected and then dried to provide 3.31 g of omeprazole (92% yield). LC analysis showed that the product was 99.5% pure.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05391752 |
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| Quelldatensatz | uspto-grants-1995_02 |
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| ORD ID | ord-22f30f4e398e46bb82be0430fa6320ff |
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| Quellennotiz | uspto-grants-1995_02 |
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