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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474592Generated: October 30, 2026

4-(4-Chloro-3-trifluoromethyl-phenoxy)-3-fluoro-benzaldehyde → 4-Chloro-3-(trifluoromethyl)phenyl 4-ethenyl-2-fluorophenyl ether

https://huagongshe.com/reaction/474592

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(4-Chloro-3-trifluoromethyl-phenoxy)-3-fluoro-benzaldehydeHCID 86666198—
ReactantButyllithiumHCID 178418339—
CatalystMethyltriphenyliphosphonium bromideHCID 74505—
SolventTetrahydrofuranHCID 8028—
Product4-Chloro-3-(trifluoromethyl)phenyl 4-ethenyl-2-fluorophenyl etherHCID 6777465980.5%

Reaction Steps

To a suspension of methyltriphenylphosphonium bromide (6.73 g, 18.83 mmol) in anhydrous THF (20 mL) was added dropwise n-butyllithium (11.77 mL, 18.83 mmol) under −78° C. over 30 min. It was stirred for 1 h, then was added by 4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}-3-fluorobenzaldehyde (5.0 g, 15.69 mmol). It was warmed slowly to room temperature and stirred for overnight at room temperature. Purification via a flash column chromatography then afforded the title compound (4.0 g, 80% yield). LCMS: rt=5.7 min, [M+H+]=316

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637536B2
Source datasetuspto-grants-2014_01
ORD IDord-942b0b6716854023aa78078cf7e37a1d
Source noteuspto-grants-2014_01