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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

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantBenzene, 1-bromo-4-(trifluoromethyl)-HCID 67872—
ReactantTricyclohexylphosphineHCID 75806—
Reactant(Pyridin-4-yl)boronic acidHCID 2734379—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
Product4-(4-Trifluoromethylphenyl)pyridineHCID 613965121.1%

Reaction Conditions

Temperature100 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193693B2
Source datasetuspto-grants-2015_11
ORD IDord-94a26e97c9944941ad37f8b9a4279be0
Source noteuspto-grants-2015_11