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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 705919Generated: October 31, 2026

3-Fluoro-4-((6-(trifluoromethyl)pyridin-2-yl)oxy)benzaldehyde → 2-(2-Fluoro-4-vinylphenoxy)-6-(trifluoromethyl)pyridine

https://huagongshe.com/reaction/705919

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Fluoro-4-((6-(trifluoromethyl)pyridin-2-yl)oxy)benzaldehydeHCID 86666213—
ReactantButyllithiumHCID 178418339—
CatalystMethyltriphenyliphosphonium bromideHCID 74505—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product2-(2-Fluoro-4-vinylphenoxy)-6-(trifluoromethyl)pyridineHCID 6777627650.8%

Reaction Steps

To a solution of methyltriphenylphosphonium bromide (1226 mg, 3.43 mmol) in THF (15 mL) was added n-BuLi (2.145 mL, 3.43 mmol), stirred for 10 min. then 3-fluoro-4-((6-(trifluoromethyl)pyridin-2-yl)oxy)benzaldehyde (0.691 mL, 3.12 mmol) was added. The mixture was stirred at 0° C. for 1 h, then at room temperature for another 2 h. The reaction mixture was diluted with EA, washed with water, brine (50 mL), and concentrated. The residue was purified via flash chromatography to afford the title compound (449 mg, 49.8% yield) as colorless oil. LCMS: rt=3.13 min

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174968B2
Source datasetuspto-grants-2015_11
ORD IDord-887c4acb0251413598f0df6cdd0d9304
Source noteuspto-grants-2015_11