Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | tert-Butyl (4-aminophenyl)carbamate | HCID 688611 | — |
| Edukt | 1-Nitronaphthalen-2-yl triflate | HCID 14765273 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | HCID 86690018 | HCID 86690018 | 78% |
Reaktionsschritte
1-Nitro-2-naphthyl trifluoromethanesulfonate (20.26 g, 63.07 mmol), tert-butyl 4-aminophenylcarbamate (13.13 g, 63.07 mmol), triphenylphosphine (1.65 g, 6.31 mmol), tetrakis(triphenylphosphine)palladium(0) (3.64 g, 3.15 mmol), potassium carbonate (8.72 g, 63.07 mmol), and dry toluene (600 mL) were mixed, and the mixture was refluxed by heating for 6 hours under a nitrogen atmosphere. After the reaction mixture was left to cool, the insoluble matter was separated by filtration, and washed off with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogencarbonate, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=4/1), and then recrystallized from ethyl acetate/hexane to obtain the title compound (18.67 g, yield 78%) as yellow crystals.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US09382236B2 |
|---|
| Quelldatensatz | uspto-grants-2016_07 |
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| ORD ID | ord-ec9f9c5ceebb4240b9679109b02118f1 |
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| Quellennotiz | uspto-grants-2016_07 |
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