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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1875438Generated: October 30, 2026

Benzene → HCID 178505618, compound

https://huagongshe.com/reaction/1875438

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
ReactantTriethylamineHCID 8471—
Reactant1-Ethynyl-2-fluorobenzeneHCID 643358—
Reactant(2-Iodophenyl)hydrazineHCID 1381941—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventEthyl AcetateHCID 8857—
ProductHCID 178505618HCID 178505618—

Reaction Steps

Under argon, 200 mg (0.86 mmol) of 2-iodophenylhydrazine, 133 mg (1.11 mmol) of 2-fluoro-phenylacetylene, 30 mg (0.04 mmol) of bis(triphenylphosphine)palladium(II) chloride and 8 mg (0.04 mmol) of copper(I) iodide are introduced into a mixture of 1.5 ml of triethylamine and 3.5 ml of benzene. The mixture is heated to reflux for 4 h and then diluted with ethyl acetate and filtered. The filtrate is concentrated and the residue is purified by preparative HPLC. 36 mg (18% of theory) of the desired product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08309551B2
Source datasetuspto-grants-2012_11
ORD IDord-4e37bd05a0c5484e89543db783f78968
Source noteuspto-grants-2012_11