Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Toluene | HCID 1140 | — |
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | (5-Chloro-2-methylphenyl)boronic acid | HCID 2773336 | — |
| Edukt | HCID 57849462 | HCID 57849462 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Produkt | HCID 76582739 | HCID 76582739 | 68% |
Reaktionsschritte
0.1 g of 3-(S)-benzyl-1-(4-bromo-benzyl)-piperazine were combined with 1.5 equiv. of 5-chloro-2-methylphenyl boronic acid, 0.05 equiv. of tetrakis(triphenylphosphine)palladium(0), 6 equiv. of 2M aqueous sodium carbonate solution, toluene and ethanol. The reaction mixture was heated at 85° C. under nitrogen overnight. The reaction mixture was concentrated in vacuo. The residue was diluted with water and extracted with ethyl acetate. The combined organic phases were washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by flash chromatography to afford 0.077 g of the title compound. Yield 68% ES MS (+) m/z 391.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07595397B2 |
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| Quelldatensatz | uspto-grants-2009_09 |
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| ORD ID | ord-840f17cf7ee241799f5b51c086c5d40d |
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| Quellennotiz | uspto-grants-2009_09 |
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