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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 33473Erstellt: 23. Oktober 2026

Potassium ethoxide → 3-(2-Nitro-3-piperidin-1-yl-phenyl)-2,5-dioxo-hexanedioic acid di ethyl ester

https://huagongshe.com/de/reaction/33473

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium ethoxideHCID 23670592—
Edukt3-(2-Nitro-3-piperidin-1-yl-phenyl)-2-oxo-propionic acid ethyl esterHCID 59796771—
EduktBromoethyl pyruvateHCID 86587973—
LösungsmittelWaterHCID 962—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt3-(2-Nitro-3-piperidin-1-yl-phenyl)-2,5-dioxo-hexanedioic acid di ethyl esterHCID 59796786—

Reaktionsschritte

A solution of 3-(2-nitro-3-piperidin-1-yl-phenyl)-2-oxo-propionic acid ethyl ester (ii) in THF is treated with potassium ethoxide (“KOEt”) (1 eq), followed by bromoethyl pyruvate (1.05 eq), at 0° C. The reaction is allowed to warm to room temperature over 90 min. The reaction is diluted with water and ether, partitioned, and the aqueous layer is washed with ether. The combined organic layers are dried over MgSO4, filtered and concentrated. Chromatography gives 3-(2-nitro-3-piperidin-1-yl-phenyl)-2,5-dioxo-hexanedioic acid di ethyl ester (iii).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07429603B2
Quelldatensatzuspto-grants-2008_09
ORD IDord-e690c206e68c445d9f0bccfcc72a2c1e
Quellennotizuspto-grants-2008_09