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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1359292Erstellt: 25. Oktober 2026

Methyl iodide → 2-Benzyl-6-[(3R,4R)-3-hydroxy-4-methoxypyrrolidin-1-yl]pyridine

https://huagongshe.com/reaction/1359292

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl iodideHCID 6328—
EduktSodium hydrideHCID 24758—
Edukt2-Benzyl-6-[(3R,4R)-3,4-dihydroxypyrrolidin-1-yl]pyridineHCID 69361007—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-Benzyl-6-[(3R,4R)-3-hydroxy-4-methoxypyrrolidin-1-yl]pyridineHCID 11196872—

Reaktionsschritte

800 mg of oily (60%) sodium hydride was added little by little to a mixture of 5.35 g of 2-benzyl-6-[(3R,4R)-3,4-dihydroxypyrrolidine-1-yl]pyridine and 40 ml of tetrahydrofuran while stirring, followed by stirring as it was for one hour. Then 1.24 ml of methyl iodide was added thereto, followed by stirring as it was overnight. The mixture was extracted with ethyl acetate-water, and the organic phase was washed with water and brine, dried over anhydrous magnesium sulfate and evaporated. The residue was subjected to silica gel column chromatography and eluted with 30% ethyl acetate/hexane, to give 2.18 g of the target compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06599917B1
Quelldatensatzuspto-grants-2003_07
ORD IDord-9379879dfd004c228923b35531334951
Quellennotizuspto-grants-2003_07