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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 474633Generated: October 30, 2026

Tetrahydrofuran → 5-Ethenyl-2-{[3-(trifluoromethyl)phenyl]oxy}benzonitrile

https://huagongshe.com/reaction/474633

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
ReactantBenzonitrile, 5-formyl-2-[3-(trifluoromethyl)phenoxy]-HCID 86666203—
CatalystMethyltriphenyliphosphonium bromideHCID 74505—
Product5-Ethenyl-2-{[3-(trifluoromethyl)phenyl]oxy}benzonitrileHCID 6682536850.3%

Reaction Steps

To a solution of methyltriphenylphosphonium bromide (11.78 g, 33.0 mmol) in dry THF (100 mL) was added dropwise a solution of NaH (4.79 g, 110 mmol) in THF (100 mL) under nitrogen for 0.5 h. Then a solution of 5-formyl-2-{[3-(trifluoromethyl)phenyl]oxy}benzonitrile (8 g, 27.5 mmol) in THF (1 mL) was added slowly into the reaction mixture. The mixture was then allowed to warm to room temperature and stirring continued for 2 h. Purification via flash chromatography then afforded the title compound (4 g, 13.83 mmol, 50.3% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637536B2
Source datasetuspto-grants-2014_01
ORD IDord-5949c67a0bcf47b0aa345bc1e2307c50
Source noteuspto-grants-2014_01