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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 705875Generated: October 30, 2026

Tetrahydrofuran → 1-Chloro-2-(trifluoromethyl)-4-(4-vinylphenoxy)benzene

https://huagongshe.com/reaction/705875

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantSodium hydrideHCID 24758—
Reactant4-(4-Chloro-3-(trifluoromethyl)phenoxy)benzaldehydeHCID 86666187—
CatalystMethyltriphenyliphosphonium bromideHCID 74505—
Product1-Chloro-2-(trifluoromethyl)-4-(4-vinylphenoxy)benzeneHCID 6682583786%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of methyltriphenylphosphonium bromide (5.99 g, 16.76 mmol) and NaH (1.397 g, 34.9 mmol) in THF (50 mL) was added a solution of 4-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}benzaldehyde (4.2 g, 13.97 mmol) in THF (50 mL) under nitrogen at 0° C. The reaction mixture was stirred at 0° C. for 0.5 h, then at room temperature overnight. Purification via flash chromatography then afforded the title compound (3.6 g, 12.05 mmol, 86% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09174968B2
Source datasetuspto-grants-2015_11
ORD IDord-4c78b6d5d81b488c8675e65ad5cebb73
Source noteuspto-grants-2015_11