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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1613528Generated: October 25, 2026

1-Chloro-2-fluoro-4-iodobenzene → 1-Chloro-2-fluoro-4-[(4-pentylphenyl)ethynyl]benzene

https://huagongshe.com/reaction/1613528

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-2-fluoro-4-iodobenzeneHCID 2736563—
Reactant1-Ethynyl-4-pentylbenzeneHCID 2775131—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventDiethylamineHCID 8021—
Product1-Chloro-2-fluoro-4-[(4-pentylphenyl)ethynyl]benzeneHCID 15745230—

Reaction Steps

0.2 mmol of Pd(PPh3)2Cl2 and 0.1 mmol of CuI are added to a mixture of 0.01 mol of 4-pentylphenylacetylene, 0.01 mol of 3-fluoro-4-chloro-iodobenzene and 40 ml of diethylamine at room temperature and stirred for 12 hours. After completion of the reaction, the suspension is filtered, and the filtrate is concentrated by evaporation. Purification by chromatography and/or crystallization gives 4-pentyl-3'-fluoro-4'-chloro tolan having C 49.6° I.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05194178
Source datasetuspto-grants-1993_03
ORD IDord-27b81805cbca4584a94a315c6f563575
Source noteuspto-grants-1993_03