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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1359264Erstellt: 25. Oktober 2026

Diethyl Ether → 2-Benzyl-6-methoxypyridine

https://huagongshe.com/reaction/1359264

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDiethyl EtherHCID 3283—
EduktBenzyl BromideHCID 7498—
Edukt2-Bromo-6-methoxypyridineHCID 256810—
EduktMagnesiumHCID 5462224—
KatalysatorDiphenylphosphane;diphenyl(propan-2-yl)phosphane;nickel;chlorideHCID 21654969—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-Benzyl-6-methoxypyridineHCID 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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06599917B1
Quelldatensatzuspto-grants-2003_07
ORD IDord-3545b138c24840c7a248a5339a693d9e
Quellennotizuspto-grants-2003_07