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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1647789Erstellt: 27. Oktober 2026

Ethanol → Ethyl 5-nitro-3indolepropionate

https://huagongshe.com/reaction/1647789

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
Edukt5-(5-Nitroindol-3-ylmethyl)-2,2-dimethyl-1,3-dioxane4,6-dioneHCID 15228263—
KatalysatorCopperHCID 23978—
LösungsmittelPyridineHCID 1049—
ProduktEthyl 5-nitro-3indolepropionateHCID 1996204089,8%

Reaktionsschritte

To a solution of 5-(5-nitroindol-3-ylmethyl)-2,2-dimethyl-1,3-dioxane-4,6-dione (10.0 g, 0.031 mol) in a mixture of pyridine (80 mL) and absolute ethanol (20 mL) was added 0.1 g of copper powder and the mixture was refluxed under Ar for 2h. After being stirred at room temperature for 66 h the mixture was refluxed for an additional 1 h. The cooled mixture was filtered and the filtrate was evaporated. The resulting residue was triturated with ether and a little CH2Cl2 to give the title compound (7.3 g, 89%) as a solid, m.p. 118°-121° C.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05434154
Quelldatensatzuspto-grants-1995_07
ORD IDord-841943fd1c034be78fda80b14197e12e
Quellennotizuspto-grants-1995_07