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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474648Generated: October 29, 2026

Tetrahydrofuran → 2-(Trifluoromethyl)-6-(4-vinylphenoxy)pyridine

https://huagongshe.com/reaction/474648

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
ReactantHCID 28875386HCID 28875386—
CatalystMethyltriphenyliphosphonium bromideHCID 74505—
Product2-(Trifluoromethyl)-6-(4-vinylphenoxy)pyridineHCID 6777561460.4%

Reaction Steps

To a stirred suspension of 4-((6-(trifluoromethyl)pyridin-2-yl)oxy)benzaldehyde (4 g, 14.97 mmol) and methyl(triphenyl)phosphonium bromide (5.35 g, 14.97 mmol) in dry THF (40 mL) was added NaH (2.096 g, 52.4 mmol) under nitrogen at 0° C. The mixture was stirred at room temperature for 2 h. The organic layer was washed three times with brine, dried over Na2SO4, filtered, and concentrated. Purification via flash chromatography afforded the title compound (2.4 g, 9.05 mmol, 60.4% yield) as a light green oil. LCMS: rt=3.80 min, [M+H+]=266

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637536B2
Source datasetuspto-grants-2014_01
ORD IDord-36c725b1246641f9b37b378a0c379e1c
Source noteuspto-grants-2014_01