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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1186336Generated: November 1, 2026

2-Pyridinecarboxaldehyde → 2,2,2-Trifluoro-1-(pyridin-2-yl)ethan-1-ol

https://huagongshe.com/reaction/1186336

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-PyridinecarboxaldehydeHCID 14273—
Reactant(Trifluoromethyl)trimethylsilaneHCID 552549—
ReactantTetrabutylammonium FluorideHCID 2724141—
SolventTetrahydrofuranHCID 8028—
Product2,2,2-Trifluoro-1-(pyridin-2-yl)ethan-1-olHCID 13742926126.7%

Reaction Steps

According to Reference Example 8-12, by use of 2-pyridinecarboxaldehyde (500 μL, 5.26 mmol), (trifluoromethyl)trimethylsilane (932 μL, 6.31 mmol), tetrabutylammonium fluoride (a 1.0 mol/L solution in tetrahydrofuran, 526 μL, 0.526 mmol) and tetrahydrofuran (10 mL), the mixture was stirred and reacted at room temperature for 10 minutes. Then, purification by silica gel column chromatography (chloroform/methanol=9/1) was performed to give 2-(2,2,2-trifluoro-1-hydroxyethyl)pyridine (Compound CN) (1.18 g, yield: quantitative).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673908B2
Source datasetuspto-grants-2014_03
ORD IDord-358ac4f581e94a6c855b75484f4aef9e
Source noteuspto-grants-2014_03