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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 73330Erstellt: 24. Oktober 2026

Ammonia → 5-Benzyloxy-6-methyl-1H-indole-2-carboxylic acid methyl ester

https://huagongshe.com/de/reaction/73330

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAmmoniaHCID 222—
EduktCesium acetateHCID 5152919—
Edukt(Z)-3-(5-benzyloxy-2-bromo-4-methylphenyl)-2-benzyloxycarbonylaminoacrylic acid methyl esterHCID 58437218—
KatalysatorCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
LösungsmittelDimethyl SulfoxideHCID 679—
Produkt5-Benzyloxy-6-methyl-1H-indole-2-carboxylic acid methyl esterHCID 5843748663,1%

Reaktionsbedingungen

Temperatur90 °C

Reaktionsschritte

To a solution of (Z)-3-(5-benzyloxy-2-bromo-4-methylphenyl)-2-benzyloxycarbonylaminoacrylic acid methyl ester (0.2 g) and copper (I) iodide (0.075 g) in dimethylsulfoxide (8 mL) was added cesium acetate (0.38 g) at room temperature and this mixture was stirred under argon atmosphere at 90° C. for 5 hours. To this reaction mixture was added aqueous ammonia solution (28%) and the precipitated solid was collected by filtration, and washed with water, dried under reduced pressure to give the title compound (0.073 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08829040B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-865e985d28cb44e48a972d7c9f48d8fb
Quellennotizuspto-grants-2014_09