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HRID 1809964Erstellt: 26. Oktober 2026

N,N'-Dimethylethylenediamine → ethyl 3-[4-(4-ethylphenyl)-1H-1,2,3-triazol-1-yl]benzoate

https://huagongshe.com/reaction/1809964

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN,N'-DimethylethylenediamineHCID 8070—
EduktSodium AzideHCID 33557—
Edukt1-Ethyl-4-ethynylbenzeneHCID 142425—
EduktEthyl 3-iodobenzoateHCID 143542—
EduktSodium AscorbateHCID 23667548—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelEthyl AcetateHCID 8857—
Lösungsmittel(Methanesulfinyl)methane--water (1/1)HCID 23503278—
Produktethyl 3-[4-(4-ethylphenyl)-1H-1,2,3-triazol-1-yl]benzoateHCID 67030215—

Reaktionsschritte

A mixture of ethyl 3-iodobenzoate (4-1) (138 mg, 0.5 mmol), sodium azide (34 mg, 0.52 mmol), 1-ethyl-4-ethynylbenzene (4-2) (65 mg, 0.5 mmol), CuI (10 mg), MeNHCH2CH2NHMe (11 μL), sodium ascorbate (10 mg), DMSO-H2O (v/v 5:1, 1.5 mL) is stirred at room temperature for 2 hours. The reaction mixture is then poured into ethyl acetate (50 mL), washed with water (10 mL) and brine (10 mL), dried over Na2SO4, filtered and evaporated. The residue is purified on silica gel (0-33% ethyl acetate in hexane) to give ethyl 3-[4-(4-ethylphenyl)-1H-1,2,3-triazol-1-yl]benzoate as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08362050B2
Quelldatensatzuspto-grants-2013_01
ORD IDord-04d8a6fc35784539b2a7b23ce7e955f3
Quellennotizuspto-grants-2013_01