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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 15014Erstellt: 24. Oktober 2026

p-Toluenesulfonic acid → 2-{6-[2-(2-Chlorophenyl)-5-(4-propoxyphenyl)-pyrrol-1ylmethyl]-2-nitro-pyridin-3-yloxy}-ethanol

https://huagongshe.com/de/reaction/15014

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Eduktp-Toluenesulfonic acidHCID 6101—
EduktChloroformHCID 6212—
Edukt1-(2-Chlorophenyl)-4-(4-propoxyphenyl)-butane-1,4-dioneHCID 16090339—
EduktAcetic acid 2-(6-aminomethyl-2-nitropyridin-3-yloxy)-ethyl esterHCID 59341182—
Lösungsmittel2-Methylphenethyl alcoholHCID 88267—
Produkt2-{6-[2-(2-Chlorophenyl)-5-(4-propoxyphenyl)-pyrrol-1ylmethyl]-2-nitro-pyridin-3-yloxy}-ethanolHCID 5934120032,6%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

To a solution of 0.2 gm of acetic acid 2-(6-aminomethyl-2-nitropyridin-3-yloxy)-ethyl ester (0.8 mmol) in 3 mL of 5:1 toluene-ethanol was added 0.20 gm of 1-(2-chlorophenyl)-4-(4-propoxyphenyl)-butane-1,4-dione and 10 mg of p-TsOH. The reaction mixture stirred at 100° C. for 72 h. The reaction mixture was poured into 200 mL of CHCl3 and washed twice with water (100 mL), saturated brine, dried (Na2SO4), and the solvents removed under reduced pressure. The residue was purified by column chromatography using 4% methanol-chloroform as an eluent to give 100 mg (25% yield) of an oil. This was used without further purification or characterization.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07732457B2
Quelldatensatzuspto-grants-2010_06
ORD IDord-54e07e9af4464f6988cfab1ed5303406
Quellennotizuspto-grants-2010_06