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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 74571Erstellt: 23. Oktober 2026

4-Nitro-1H-indole → Methyl (4-nitro-1H-indol-3-yl)(oxo)acetate

https://huagongshe.com/de/reaction/74571

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-Nitro-1H-indoleHCID 145766—
EduktSodium BicarbonateHCID 516892—
EduktDiphosphoryl tetrachlorideHCID 4432411—
EduktMethyl oxo-pyrrolidin-1-yl-acetateHCID 10975749—
LösungsmittelMethanolHCID 887—
ProduktMethyl (4-nitro-1H-indol-3-yl)(oxo)acetateHCID 10243717—

Reaktionsschritte

9.4 mL (68 mmol) diphosphoryl chloride were slowly added dropwise to 10 g (62 mmol) 4-nitroindole and 11 g (68 mmol) methyl oxo-pyrrolidin-1-yl-acetate with stirring and while cooling with ice. The reaction mixture was heated to RT and stirred for 3 h at RT. Then first of all 10 mL MeOH were added dropwise at 0° C. and then saturated sodium hydrogen carbonate solution was added dropwise at 0° C. After repeated extraction with DCM the organic phase was dried and evaporated down to 100 mL. This residue was left to stand at RT and the precipitate formed was suction filtered, washed and dried in the air.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08829006B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-68e5f506e7274640bd5fd8e1e106861a
Quellennotizuspto-grants-2014_09