HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Diethyl Ether → 2-Benzyl-6-methoxypyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Diethyl Ether | HCID 3283 | — |
| Edukt | Benzyl Bromide | HCID 7498 | — |
| Edukt | 2-Bromo-6-methoxypyridine | HCID 256810 | — |
| Edukt | Magnesium | HCID 5462224 | — |
| Katalysator | Diphenylphosphane;diphenyl(propan-2-yl)phosphane;nickel;chloride | HCID 21654969 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 2-Benzyl-6-methoxypyridine | HCID 21942274 | — |
Reaktionsschritte
A Grignard's reagent prepared from 123 ml of benzyl bromide, 30 g of magnesium and 400 ml of diethylether was slowly added dropwise into a mixture of 150 g of 2-bromo-6-methoxypyridine, 4.3 g of 1,3-bis(diphenylphosphino)propanenickel(II) chloride and 500 ml of tetrahydrofuran under stirring in an ice bath. After stirring overnight as it was, the mixture was extracted with an aqueous ammonium chloride solution and hexane. The organic phase was washed with water and then brine, dried over anhydrous magnesium sulfate and the solvent was removed. The residue was subjected to silica gel column chromatography using 1% and 1.5% of ethyl acetate/hexane, to give 150 g of the target compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06599917B1 |
| Quelldatensatz | uspto-grants-2003_07 |
| ORD ID | ord-3545b138c24840c7a248a5339a693d9e |
| Quellennotiz | uspto-grants-2003_07 |