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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474685Generated: October 29, 2026

Tetrahydrofuran → 5-(2-Fluoro-4-vinylphenoxy)-2-(trifluoromethyl)pyrimidine

https://huagongshe.com/reaction/474685

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
Reactant3-Fluoro-4-((2-(trifluoromethyl)pyrimidin-5-yl)oxy)benzaldehydeHCID 86666214—
CatalystMethyltriphenyliphosphonium bromideHCID 74505—
Product5-(2-Fluoro-4-vinylphenoxy)-2-(trifluoromethyl)pyrimidineHCID 6777669027.2%

Reaction Steps

To a stirred suspension of 3-fluoro-4-((2-(trifluoromethyl)pyrimidin-5-yl)oxy)benzaldehyde (2 g, 6.99 mmol) and methyltriphenylphosphonium bromide (2.496 g, 6.99 mmol) in dry THF (40 mL) was added NaH (0.978 g, 24.46 mmol) under nitrogen at 0° C. The mixture was stirred at room temperature for 4 h. The organic layer was washed three times with brine, dried over Na2SO4, filtered, and concentrated. Purification via flash chromatography afforded the title compound (540 mg, 1.900 mmol, 27.2% yield). LCMS: rt=3.65 min, [M+H+]=285

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637536B2
Source datasetuspto-grants-2014_01
ORD IDord-2183919669b74a2192a30435a2abf4bc
Source noteuspto-grants-2014_01