HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 716884Generated: October 31, 2026
Potassium Phosphate, Tribasic → 4-(4-Trifluoromethylphenyl)pyridine
https://huagongshe.com/reaction/716884
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Phosphate, Tribasic | HCID 62657 | — |
| Reactant | Benzene, 1-bromo-4-(trifluoromethyl)- | HCID 67872 | — |
| Reactant | Tricyclohexylphosphine | HCID 75806 | — |
| Reactant | (Pyridin-4-yl)boronic acid | HCID 2734379 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 4-(4-Trifluoromethylphenyl)pyridine | HCID 613965 | 121.1% |
Reaction Steps
A solution of 1-bromo-4-(trifluoromethyl)benzene (1.0 g, 4.44 mmol, 1.00 equiv), pyridin-4-ylboronic acid (820 mg, 6.67 mmol, 1.50 equiv), PCy3 (156 mg, 0.56 mmol, 0.14 equiv), Pd2(dba)3 (220 mg, 0.24 mmol, 0.06 equiv), and K3PO4 (2.5 g, 11.79 mmol, 3.00 equiv) in 1,4-dioxane (10 mL) was placed in a 20-mL sealed tube under inert atmosphere stirred overnight at 100° C. in an oil bath, and then concentrated under vacuum. Purification via silica gel column (ethyl acetate/petroleum ether (1:20)) yielded 1.2 g (crude) of 4-(4-(trifluoromethyl)phenyl)pyridine as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09193693B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-94a26e97c9944941ad37f8b9a4279be0 |
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| Source note | uspto-grants-2015_11 |
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