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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 705883Generated: October 30, 2026

Tetrahydrofuran → 1-Ethenyl-4-{[4-(trifluoromethyl)phenyl]oxy}benzene

https://huagongshe.com/reaction/705883

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
Reactant4-(4-(Trifluoromethyl)phenoxy)benzaldehydeHCID 13300844—
CatalystMethyltriphenyliphosphonium bromideHCID 74505—
Product1-Ethenyl-4-{[4-(trifluoromethyl)phenyl]oxy}benzeneHCID 6777548019%

Reaction Steps

To a stirred suspension of 4-{[4-(trifluoromethyl)phenyl]oxy}benzaldehyde (4.68 g, 17.58 mmol) and methyl(triphenyl)phosphonium bromide (6.28 g, 17.58 mmol) in dry THF (50 mL) was added NaH (3 g, 75 mmol) under nitrogen at 0° C. The mixture was stirred at room temperature for 3 h. The organic layer was washed three times with brine, dried over Na2SO4, filtered, and concentrated. Purification via flash chromatography afforded the title compound (890 mg, 19% yield) as a light green oil. LCMS: rt=4.19 min, [M+H+]=265

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174968B2
Source datasetuspto-grants-2015_11
ORD IDord-58ca4ac3da5647ada3aa4b20789b4222
Source noteuspto-grants-2015_11