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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1755776Generated: November 3, 2026

1-Chloro-2-iodobenzene → 3-(2-Chlorophenyl)-1-(3-(2-(6,7-difluoro-2-quinolinyl)ethenyl)phenyl)-1-propanone

https://huagongshe.com/reaction/1755776

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-2-iodobenzeneHCID 11993—
ReactantLithium ChlorideHCID 433294—
Reactant1-(3-(2-(6,7-Difluoro-2-quinolinyl)ethenyl)phenyl)-2-propen-1-olHCID 53942224—
Reactantlithium;acetate;dihydrateHCID 178526966—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
Product3-(2-Chlorophenyl)-1-(3-(2-(6,7-difluoro-2-quinolinyl)ethenyl)phenyl)-1-propanoneHCID 53728050—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of the allylic alcohol of Step 3 (1.214 g, 3.75 mmol), 1-chloro-2-iodobenzene (480 FtL), Pd(OAc)2 (30 mg), LiCl (194 mg), LiOAc.2H2O (995 rag) and Bu4NCI (2.13 g) in 7.5 mL of DMF was degassed under vacuum and heated to 100° C. under N2 for 3 hr. 25% Aq. NH4OAc was then added and the product was extracted in EtOAc, dried over Na2SO4, and purified by flash chromatography with EtOAc: toluene 2.5:97.5. Yield 1.53 g, 94%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05438141
Source datasetuspto-grants-1995_08
ORD IDord-930cef5125954df69172621cf29c67a1
Source noteuspto-grants-1995_08