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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909529Generated: October 26, 2026

3-Fluoro-p-anisaldehyde → Ethyl (E)-3-(3-Fluoro-4-methoxyphenyl)acrylate

https://huagongshe.com/reaction/1909529

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Fluoro-p-anisaldehydeHCID 67696—
ReactantAcetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 70670—
SolventTolueneHCID 1140—
ProductEthyl (E)-3-(3-Fluoro-4-methoxyphenyl)acrylateHCID 1233026087.8%

Reaction Conditions

Temperature120 °C

Reaction Steps

The mixture of 3-fluoro-4-methoxybenzaldehyde (5.1 g, 33.0 mmol) and (carbethoxymethylene)triphenylphosphorane (17.2 g, 49.5 mmol) in anhydrous toluene (165 mL) was refluxed at 120° C. under nitrogen for 4 hours. The solvent was removed in vacuo and purified by silica gel chromatography (10-20% EtOAc in hexanes) to provide (E)-ethyl 3-(3-fluoro-4-methoxyphenyl)acrylate (537) (6.5 g, 87.6%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598374B2
Source datasetuspto-grants-2013_12
ORD IDord-58d8a1f227314dc892d5e8a8d436e6ad
Source noteuspto-grants-2013_12