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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2095876Generated: October 31, 2026

Ethyl Acetate → HCID 58158561, compound

https://huagongshe.com/reaction/2095876

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantDabcoHCID 9237—
Reactant(3E)-4-Methoxy-3-buten-2-oneHCID 639675—
ReactantHCID 17026974HCID 17026974—
SolventWaterHCID 962—
SolventDiethylene Glycol Monomethyl EtherHCID 8134—
ProductHCID 58158561HCID 5815856134.8%

Reaction Steps

A solution (30 mL) of 2-cyano-N-(4-fluoro-3-methylphenyl)acetamide (3.60 g, 19.0 mmol), (3E)-4-methoxybut-3-en-2-one (2.80 g, 28.0 mmol) and 1,4-diazabicyclo[2.2.2]octane (3.20 g, 28.0 mmol) in 2-(2-methoxyethoxy)ethanol was stirred at 120° C. for 12 hr. After cooling to room temperature, the reaction solution was divided into two layers with ethyl acetate and water and subjected to extraction (3 times) with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and filtered. The solvent was evaporated under reduced pressure, and the obtained residue was washed with ethyl acetate and collected by filtration to give the title compound (1.60 g, 34%) as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08445509B2
Source datasetuspto-grants-2013_05
ORD IDord-152a01b5999547c0bb2191ebded91e08
Source noteuspto-grants-2013_05