Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 128992Generated: October 29, 2026

4-Bromotoluene → HCID 71567673, compound

https://huagongshe.com/reaction/128992

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromotolueneHCID 7805—
ReactantEthyl indole-2-carboxylateHCID 73125—
CatalystHCID 178419072HCID 178419072—
SolventPyridineHCID 1049—
SolventEthyl AcetateHCID 8857—
ProductHCID 71567673HCID 71567673100.1%

Reaction Conditions

Temperature120 °C

Reaction Steps

2-Carboethoxy-indole (100 mg, 0.528 mmol, 1.0 eq.) was combined with 4-bromotoluene (0.16 ml, 1.32 mmol, 2.5 eq.) and copper(I) oxide (75.6 mg, 0.528 mmol, 1.0 eq.) in pyridine (0.53 ml, 1M) and heated at 120° C. for 2 hours. The reaction was then cooled to room temperature, diluted with ethyl acetate and filtered through celite. The filtrate was washed twice with water, twice with 1N hydrochloric acid and once with aqueous saturated sodium hydrogen carbonate, filtered through magnesium sulfate and concentrated. The residue was chromatographed on silica gel, eluting with chloroform:hexane (1:2) to give the title A compound (147.6 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05466704
Source datasetuspto-grants-1995_11
ORD IDord-3c63f5626fbb424e85a20698ba8e1062
Source noteuspto-grants-1995_11