Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Diethyl Ether | HCID 3283 | — |
| Edukt | 2-(4'-Bromobiphenyl-4-yl)-N-methoxy-N-methylacetamide | HCID 86670083 | — |
| Edukt | HCID 178418348 | HCID 178418348 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | (4'-Bromobiphenyl-4-yl)acetone | HCID 68193283 | 71% |
Reaktionsschritte
A solution of methyllithium in diethyl ether (40 mL, 44 mmol) was diluted with tetrahydrofuran (120 mL), and a solution of 2-(4′-bromobiphenyl-4-yl)-N-methoxy-N-methylacetamide (12 g, 37 mmol) in tetrahydrofuran (50 mL) was added at −78° C., followed by stirring at the same temperature for 30 minutes. Water was added to the reaction solution, followed by extraction with ethyl acetate, and subsequently the solvent was distilled off under reduced pressure. The resulting residue was purified by chromatography on a silica gel column (Moritex Corporation, elution solvent: hexane/ethyl acetate), and a fraction corresponding to the Rf value=0.50 (hexane/ethyl acetate=4/1) by thin layer chromatography was concentrated under reduced pressure to afford the title compound (7.6 g, 26 mmol) as a white solid (yield 71%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08785462B2 |
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| Quelldatensatz | uspto-grants-2014_07 |
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| ORD ID | ord-8ff3149660df468d9359fbab80b4db33 |
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| Quellennotiz | uspto-grants-2014_07 |
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