Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ammonium Chloride | HCID 25517 | — |
| Edukt | 2-Bromo-6-(pyrrolidin-1-yl)pyridine | HCID 15470277 | — |
| Edukt | HCID 18182355 | HCID 18182355 | — |
| Edukt | HCID 178418336 | HCID 178418336 | — |
| Katalysator | Diphenylphosphane;diphenyl(propan-2-yl)phosphane;nickel;chloride | HCID 21654969 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | HCID 18182236 | HCID 18182236 | — |
Reaktionsschritte
72.3 ml of a tetrahydrofuran solution containing 1.07 mol of benzylmagnesium chloride was added dropwise into a mixture of 11.6 g of a mixture of 2-bromo-6-(3-pyrroline-1-yl)pyridine and 2-bromo-6-(pyrrolidine-1-yl)pyridine and 20 ml of tetrahydrofuran containing 1.4 g of 1,3-bis(diphenylphosphino)propanenickel(II) chloride over 10 minutes in an ice bath. After cooling at room temperature overnight, the reaction solution was poured into aqueous saturated ammonium chloride and extracted with ethyl acetate. The organic phase was washed with aqueous saturated sodium chloride and the solvent was removed. The residue was subjected to NH-silica gel (Fuji Silicia) column chromatography and eluted with hexane and then with hexane/ethyl acetate (20:1), to give 11.8 g of the title compound as a mixture with 2-benzyl-6-(pyrrolidine-1-yl)pyridine.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06599917B1 |
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| Quelldatensatz | uspto-grants-2003_07 |
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| ORD ID | ord-17112d273d1749f8ab8152601b38eabf |
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| Quellennotiz | uspto-grants-2003_07 |
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