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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 80740Erstellt: 24. Oktober 2026

Triphenylphosphine → 3-{4-[3-(4-Ethoxylphenoxy)propyl]piperazin-1-yl}-6-chloropyridazine

https://huagongshe.com/de/reaction/80740

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
Edukt4-EthoxyphenolHCID 12150—
EduktDiethyl azodicarboxylateHCID 5462977—
Edukt3-[4-(6-Chloropyridazin-3-yl)piperazin-1-yl]propan-1-olHCID 86762798—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-{4-[3-(4-Ethoxylphenoxy)propyl]piperazin-1-yl}-6-chloropyridazineHCID 5100356223,9%

Reaktionsschritte

3-[4-(6-chloropyridazin-3-yl)piperazin-1-yl]propan-1-ol (0.77 g, 3 mmol), p-ethoxylphenol (0.41 g, 3 mmol), triphenylphosphine (0.79 g, 3 mmol) and anhydrous THF (20 mL) were placed in a 100 mL three-necked bottle, and DEAD (0.52 g, 3 mmol) was added slowly in dropwise within 10 min under an ice-bath condition. The mixture was stirred at room temperature overnight, subjected to a column chromatography (eluting agent: petroleum/ethyl acetate, v/v 3: 2) to obtain a white solid, 0.27 g, yield 23.9%. mp: 125-127° C.; 1H-NMR (400 MHz, CDCl3, δppm) δ1.39(t, 3H, J=7.2 Hz), 2.00(m, 2H), 2.61(br, 6H), 3.67(br, 4H), 3.98 (m, 4H), 6.83(s, 4H), 6.90(d, 1H, J=9.6 Hz), 7.21(d, 1H, J=9.6 Hz); EI-MS(m/z): 376.2[M+H].

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846678B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-e3f47881de454df681c920a9ccaf3483
Quellennotizuspto-grants-2014_09