Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 1-Bromo-4-nitrobenzene | HCID 11466 | — |
| Edukt | Cyclopropylboronic acid | HCID 2760897 | — |
| Lösungsmittel | Toluene | HCID 1140 | — |
| Produkt | 1-Cyclopropyl-4-nitrobenzene | HCID 312713 | 92.855,398% |
Reaktionsschritte
To a solution of cyclopropyl boronic acid (0.637 g, 0.00742 mmol) in dry toluene, were added 4-bromo nitrobenzene (1.00 g, 0.00495 mmol) and tetrakis triphenylphosphine palladium (0.099 g, 0.0099 mol). Degassed the reaction mixture for 30 minutes then added potassium carbonate (1.36 g, 0.009 mmol). The reaction mass was refluxed for 48 h. The excess of solvent was removed under vacuum and the reaction mass was diluted with water and extracted with ethyl acetate. The organic layer was separated, dried over anhydrous sodium sulphate and concentrated. The obtained crude was purified by column chromatography on silica gel eluting with 4% DCM: MeOH to afford 0.750 g of the desired product. 1HNMR (DMSO-d6): δ 0.82-0.84 (m, 2H), 1.09-1.13 (m, 2H), 2.01 (m, 1H), 7.32 (d, J=8.7 Hz, 2H), 8.09 (d, J=8.7 Hz, 2H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08519149B2 |
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| Quelldatensatz | uspto-grants-2013_08 |
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| ORD ID | ord-a321db58508d46919714678f2ca072d6 |
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| Quellennotiz | uspto-grants-2013_08 |
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