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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1175202Erstellt: 26. Oktober 2026

EDTA disodium salt → Terbinafine

https://huagongshe.com/reaction/1175202

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEDTA disodium saltHCID 8759—
Edukt(E)-3-Chloro-N-methyl-N-(1-naphthylmethyl)-2-propen-1-amineHCID 9834733—
KatalysatorNickel DichlorideHCID 24385—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktTerbinafineHCID 1549008—

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

The mixture is cooled to 50° C. and 15.5 g (0.0572 mol) crude N-(trans-3-chloro-2-propenyl)-N-methyl-1-naphthalene-methylamine, 20 ml THF and 74 mg NiCl2 (0.77 molar percent) introduced. The reaction mixture is heated at 90°-95° C. for 1 hour, cooled to 20°/25° C. and 130 ml of a 2.5% (w/v) aqueous solution of EDTA disodium salt added, the phases are separated and the aqueous phase re-extracted with 70 ml chilled toluene. The combined organic phases are washed with 2×90 ml water and concentrated to a residue, thus giving 18.2 g (greater than theoretical yield) terbinafine with a purity of 83.6% (HPLC A %).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07838704B2
Quelldatensatzuspto-grants-2010_11
ORD IDord-f4bb78528cd24f21ac9fcd3b7ec3fc94
Quellennotizuspto-grants-2010_11