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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 73372Generated: October 25, 2026

Ethyl Acetate → 3-(3-Cyanoindol-1-yl)benzoic acid ethyl ester

https://huagongshe.com/reaction/73372

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
ReactantEthyl 3-iodobenzoateHCID 143542—
Reactant3-CyanoindoleHCID 230282—
CatalystCopper iodideHCID 83717—
SolventDimethyl SulfoxideHCID 679—
Product3-(3-Cyanoindol-1-yl)benzoic acid ethyl esterHCID 5843741766.5%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of 1H-indole-3-carbonitrile (0.28 g) in dimethyl sulfoxide (3 mL) were added 3-iodobenzoic acid ethyl ester (0.61 g), cesium carbonate (0.65 g), copper iodide (0.038 g) and N,N-dimethyl grycine (0.041 g), this mixture was stirred at 75° C. for 3 days. To this reaction mixture was added ethyl acetate, the insoluble material was removed by filtration and this filtrate was concentrated under reduced pressure. To this residue was added water, the precipitated solid was collected by filtration, and washed with water and n-hexane, and dried under reduced pressure at 40° C. to give the title compound (0.38 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829040B2
Source datasetuspto-grants-2014_09
ORD IDord-61e47699cfcb4f298d9b227daeab03f2
Source noteuspto-grants-2014_09