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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2378570Erstellt: 27. Oktober 2026

Sodium hydride → Methyl 3-[3-nitro-4-(piperazin-1-yl)phenyl]acrylate

https://huagongshe.com/reaction/2378570

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium hydrideHCID 24758—
EduktPhosphonium, (2-methoxy-2-oxoethyl)triphenyl-, bromide (1:1)HCID 2733211—
Edukt3-Nitro-4-(piperazin-1-yl)benzaldehydeHCID 60711115—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelSodium chloride; waterHCID 57417360—
ProduktMethyl 3-[3-nitro-4-(piperazin-1-yl)phenyl]acrylateHCID 6874114074,9%

Reaktionsschritte

A solution of methoxycarbonylmethyl(triphenyl)phosphonium bromide (1.1 g, TCI) in THF (12.5 ml) was added with sodium hydride (115 mg, WAKO) under ice cooling, warmed to room temperature, then added dropwise with a solution of 3-nitro-4-(piperazin-1-yl)benzaldehyde (550.6 mg, MAYB) in THF (12.5 ml), and stirred at the same temperature for 16.5 hours. The reaction mixture was poured into brine (40 ml), and extracted with ethyl acetate (100 ml). The organic layer was washed successively with saturated aqueous sodium hydrogencarbonate and saturated brine, and dried, and then the solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography (hexane:ethyl acetate=5:1) to obtain the title compound (Intermediate Int. n-19, 511 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07470807B2
Quelldatensatzuspto-grants-2008_12
ORD IDord-ac5ac3ea6cf647ec801334b8c52e1dd3
Quellennotizuspto-grants-2008_12