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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 217446Generated: October 25, 2026

[(4-Isobutylphenyl)ethynyl](trimethyl)silane → 5-Fluoro-7-((4-isobutylphenyl)ethynyl)-2H-chromene-3-carbaldehyde

https://huagongshe.com/reaction/217446

Reaction equation

Participants

RoleNameHCIDCharge
Reactant[(4-Isobutylphenyl)ethynyl](trimethyl)silaneHCID 58438693—
Reactant5-fluoro-3-formyl-2H-chromen-7-yl trifluoromethanesulfonateHCID 86657642—
CatalystCupric ChlorideHCID 24014—
CatalystHCID 178418397HCID 178418397—
SolventDimethylformamideHCID 6228—
Product5-Fluoro-7-((4-isobutylphenyl)ethynyl)-2H-chromene-3-carbaldehydeHCID 5843868523.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of copper chloride (10 mg) and Pd(PPh3)4 (60 mg) in DMF (2 mL) were added [(4-isobutylphenyl)ethynyl](trimethyl)silane (288 mg) and 5-fluoro-3-formyl-2H-chromen-7-yl trifluoromethanesulfonate (340 mg) at room temperature, followed by stirring at 80° C. for 12 hours. The reaction liquid was concentrated and the residue was purified by silica gel column chromatography (CHCl3) to obtain 5-fluoro-7-[(4-isobutylphenyl)ethynyl]-2H-chromene-3-carbaldehyde (83 mg) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08193378B2
Source datasetuspto-grants-2012_06
ORD IDord-2d1d4fcb25d646269e27f1f81a42f442
Source noteuspto-grants-2012_06