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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1015439Generated: October 30, 2026

Iodobenzene → ethyl 2,3-dimethyl-1-phenyl-1H-indole-5-carboxylate

https://huagongshe.com/reaction/1015439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIodobenzeneHCID 11575—
Reactant1,2-Diaminocyclohexane, trans-HCID 43806—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantEthyl 2,3-dimethyl-1H-indole-5-carboxylateHCID 612460—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventTolueneHCID 1140—
Productethyl 2,3-dimethyl-1-phenyl-1H-indole-5-carboxylateHCID 67300765—

Reaction Conditions

Temperature100 °C

Reaction Steps

A 234 mg portion of ethyl 2,3-dimethyl-1H-indole-5-carboxylate was dissolved in 1 ml of toluene, and 0.145 ml of iodobenzene and 10 mg of copper(I) iodide and 480 mg of tripotassium phosphate and 26 ml of trans-1,2-cyclohexanediamine were added at room temperature, followed by stirring at 100° C. for 24 hours. After evaporation of the solvent under a reduced pressure, the residue was purified by silica gel column chromatography (hexane-ethyl acetate:hexane=1:4) to obtain 79 mg of ethyl 2,3-dimethyl-1-phenyl-1H-indole-5-carboxylate as a colorless oily material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07985764B2
Source datasetuspto-grants-2011_07
ORD IDord-6738724c5ef7496086a2d4fe3ddb77b7
Source noteuspto-grants-2011_07