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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2378529Generated: October 25, 2026

Ethyl Acetate → Ethyl 3-(3-fluoro-4-methyloxyphenyl)Acrylate

https://huagongshe.com/reaction/2378529

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantTriethyl phosphonoacetateHCID 13345—
ReactantSodium hydrideHCID 24758—
Reactant3-Fluoro-p-anisaldehydeHCID 67696—
SolventEthylene glycol diethyl etherHCID 12375—
ProductEthyl 3-(3-fluoro-4-methyloxyphenyl)AcrylateHCID 53705486—

Reaction Steps

A solution of 3-fluoro-4-methoxybenzaldehyde (2.20 g, Ald) in 1,2-diethoxyethane (5 ml) was added with ethyl diethylphosphonoacetate (3.12 ml, TCI) and added with 60% sodium hydride (624 mg) under ice cooling. After being stirred for 10 minutes, the reaction mixture was warmed to room temperature, and stirred for 5 hours. The reaction mixture was added with ethyl acetate (90 ml), and washed successively with saturated aqueous sodium hydrogencarbonate, saturated aqueous ammonium chloride and saturated brine. The organic layer was dried, and then the solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography (Quad, hexane:ethyl acetate=10:1) to obtain the title compound (Intermediate 7, 3.16 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07470807B2
Source datasetuspto-grants-2008_12
ORD IDord-f987ff8c721244aabdb6108d7e631f5c
Source noteuspto-grants-2008_12