Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Cesium carbonate | HCID 10796 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | Diphenyl (phenylamino)(pyridin-4-yl)methylphosphonate | HCID 423769 | — |
| Edukt | 614729-75-8 | HCID 22247846 | — |
| Lösungsmittel | 2-Furanpropanol, tetrahydro- | HCID 13020 | — |
| Produkt | HCID 22248020 | HCID 22248020 | 36% |
Reaktionsschritte
After dissolving 19.6 g of [(phenylamino)-(4-pyridylmethyl)]phosphonic acid diphenyl ester [CAS No. 3360-72-3] in 115 ml of tetrahydrofuran-2-propanol (4:1), 6.02 g of 4-fluorothiophene-3-carboxaldehyde and 19.61 g of anhydrous cesium carbonate were added and the mixture was stirred overnight at room temperature. Next, 90 ml of 5N hydrochloric acid was added to the reaction mixture and the mixture was stirred at room temperature for 6 hours. After adding a 5N sodium hydroxide solution to the reaction solution, extraction was performed with ethyl acetate. The organic layer was washed with water and saturated brine and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (solvent: n-hexane/ethyl acetate). The obtained solid was washed with n-hexane to obtain the title compound (3.66 g, 36% yield).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07915274B2 |
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| Quelldatensatz | uspto-grants-2011_03 |
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| ORD ID | ord-d2a94cafe5934610ae758e1365af29c7 |
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| Quellennotiz | uspto-grants-2011_03 |
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