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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1880770Generated: October 26, 2026

Potassium Carbonate → 4-[1-(Trifluoromethyl)ethenyl]pyridine

https://huagongshe.com/reaction/1880770

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantAmmonium ChlorideHCID 25517—
Reactant4-IodopyridineHCID 609492—
Reactant(3,3,3-Trifluoroprop-1-en-2-yl)boronic acidHCID 2782677—
Solvent1,4-DioxaneHCID 31275—
Product4-[1-(Trifluoromethyl)ethenyl]pyridineHCID 5957035573.5%

Reaction Conditions

Temperature110 °C

Reaction Steps

To 1,4-dioxane were added 3.22 g of 4-iodopyridine, 10.87 g of potassium carbonate, 0.036 g of tetrakis(triphenylphosphinepalladium) and 5.5 g of 1-(trifluoromethyl)vinylboronic acid, and the mixture was stirred at 110° C. for 8 hours. Thereafter, this solution was poured into an aqueous saturated ammonium chloride solution, followed by extraction with diethyl ether three times. The organic layers were combined, washed with an aqueous saturated sodium chloride solution, dried with anhydrous magnesium sulfate, and concentrated. The residue was subjected to silica gel column chromatography to obtain 2.0 g of 4-[1-(trifluoromethyl)ethenyl]pyridine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318776B2
Source datasetuspto-grants-2012_11
ORD IDord-9f0c2151f2b44a58a621a8a51def4c6e
Source noteuspto-grants-2012_11