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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1966626Generated: November 1, 2026

Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → Ethyl (2E)-4,4-difluoro-4-phenylbut-2-enoate

https://huagongshe.com/reaction/1966626

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 70670—
Reactantα,α-DifluorobenzeneacetaldehydeHCID 14644933—
SolventTetrahydrofuranHCID 8028—
ProductEthyl (2E)-4,4-difluoro-4-phenylbut-2-enoateHCID 67244021—

Reaction Conditions

Temperature50 °C

Reaction Steps

Intermediate 19 (0.88 g, 5.64 mmol) was dissolved in THF (12 mL) and (carbethoxymethylene) triphenylphosphorane (1.96 g, 5.64 mmol) was then added. The solution was stirred at 50° C. for 12 hours. The mixture was concentrated and the residue was purified by column chromatography on silica gel using n-hexane/AcOEt (5:1) as eluent. The title compound was obtained (1.10 g, 89%) as pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420669B2
Source datasetuspto-grants-2013_04
ORD IDord-64f68e8880d349e9b7e1cef57995f297
Source noteuspto-grants-2013_04