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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 479888Generated: October 26, 2026

Potassium Carbonate → 1-(p-Chlorophenyl)-1-cyclopropyl-2-fluoro-4-(4-fluoro-3-phenoxyphenyl)-1,3-butadiene

https://huagongshe.com/reaction/479888

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant(4-Fluoro-3-phenoxyphenyl)methanesulfonyl fluorideHCID 12113197—
Reactant2-Fluoro-3-cyclopropyl-3-(p-chlorophenyl)acrylaldehydeHCID 54011500—
Catalyst18-Crown-6HCID 28557—
SolventAcetonitrileHCID 6342—
Product1-(p-Chlorophenyl)-1-cyclopropyl-2-fluoro-4-(4-fluoro-3-phenoxyphenyl)-1,3-butadieneHCID 5403531193%

Reaction Steps

A mixture of p-chloro-β-cyclopropyl-α-fluoro-cinnamaldehyde (224.6 mg, 1 mmol), (4-fluoro-3-phenoxyphenyl)methanesulfonyl fluoride (312.7 mg, 1.1 mmol), potassium carbonate (552.8 mg, 4 mmol), and 18-crown-6 (13.2 mg, 0.05 mmol) in acetonitrile is stirred at room temperature overnight, quenched with water, and extracted with ethyl acetate. The organic extract is washed with water, dried over anhydrous sodium sulfate, and concentrated in vacuo to give the title product (380 mg, 94% pure by GC analysis, 93% yield) which is identified by 1H and 19F NMR spectral analyses.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06646166B1
Source datasetuspto-grants-2003_11
ORD IDord-2ef5e20f99904fe7b863639e5de3628e
Source noteuspto-grants-2003_11