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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 273326Erstellt: 25. Oktober 2026

Ethylenediaminetetraacetic Acid → 4-Methoxy-2-methylpyridine

https://huagongshe.com/reaction/273326

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthylenediaminetetraacetic AcidHCID 6049—
EduktPotassium CarbonateHCID 11430—
Edukt2-Chloro-4-methoxypyridineHCID 1991128—
EduktHCID 178477797HCID 178477797—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt4-Methoxy-2-methylpyridineHCID 473775850%

Reaktionsschritte

Methylzinc chloride in THF (2 M, 10.489 mL, 21 mmol) was added to a solution of 2-chloro-4-methoxypyridine (0.500 g, 3.48 mmol) and Pd(PPh3)4 (0.161 g, 0.14 mmol) in THF (10 mL). The mixture was refluxed for 40 h and then poured into an aqueous solution (10 mL) containing ethylenediaminetetraacetic acid (1.5 g). The resulting mixture was neutralized with K2CO3 and extracted with Et2O. The organic layer was concentrated to give a residue, which was purified on a silica gel column eluting with MeOH:EtOAc (1:10) to give 4-methoxy-2-methylpyridine (0.213 g, 50.0%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07456289B2
Quelldatensatzuspto-grants-2008_11
ORD IDord-e810fdf5a0ca4f1d9c55403b4f5a9099
Quellennotizuspto-grants-2008_11