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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 4-Iodopyridine | HCID 609492 | — |
| Reactant | (3,3,3-Trifluoroprop-1-en-2-yl)boronic acid | HCID 2782677 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-[1-(Trifluoromethyl)ethenyl]pyridine | HCID 59570355 | 73.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08318776B2 |
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| Source dataset | uspto-grants-2012_11 |
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| ORD ID | ord-9f0c2151f2b44a58a621a8a51def4c6e |
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| Source note | uspto-grants-2012_11 |
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