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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1596832Generated: October 30, 2026

Diethylphosphite → Tetrahydrofuran

https://huagongshe.com/reaction/1596832

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethylphosphiteHCID 3780918—
Reactant4-(Bromomethyl)-1-fluoro-2-phenoxybenzeneHCID 12922714—
ReactantSodium t-butoxideHCID 23676156—
SolventTetrahydrofuranHCID 8028—
ProductTetrahydrofuranHCID 802898%
ProductPhosphonic acid, [(4-fluoro-3-phenoxyphenyl)methyl]-, diethyl esterHCID 11279166—

Reaction Conditions

Temperature10 °C

Reaction Steps

A mixture of diethylphosphite (6.9 g, 0.05 mol) in tetrahydrofuran is cooled to 10° C., treated portionwise with sodium t-butoxide (4.9 g, 0.05 mol) while maintaining the reaction mixture temperature below about 20° C., stirred at room temperature for 5 minutes, cooled, and treated dropwise with 4-fluoro-3-phenoxybenzyl bromide (14.05 g, 0.05 mol) at about 10-15° C. to give a solution of the title product in tetrahydrofuran (98% yield by gas chromatography).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06291721B1
Source datasetuspto-grants-2001_09
ORD IDord-15ba6dbb694244ddb3175ac9f194cd25
Source noteuspto-grants-2001_09