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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1795050Generated: November 3, 2026

Ethanol → Diethyl 2-acetylamino-2-(3,4-diethyl-benzyl)-malonate

https://huagongshe.com/reaction/1795050

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantAcetamidomalonic acid diethyl esterHCID 14041—
ReactantSodiumHCID 5360545—
Reactant4-(Bromomethyl)-1,2-diethylbenzeneHCID 15394852—
Solvent1,4-DioxaneHCID 31275—
ProductDiethyl 2-acetylamino-2-(3,4-diethyl-benzyl)-malonateHCID 22184624—

Reaction Steps

Under a nitrogen atmosphere 8.14 g (354 mmol) of sodium was added in batches to 200 mL abs. EtOH and stirred until fully dissolved. 76.9 g (354 mmol) diethyl 2-acetylaminomalonate was then added to this solution, whereupon the sodium salt formed was precipitated. After the addition of 150 mL 1,4-dioxane a solution of 80 g (352 mmol) of 4-bromomethyl-1,2-diethyl-benzene in 500 mL of 1,4-dioxane was added dropwise to this suspension. The reaction solution was kept at 50° C. for 2 hours and then stirred for 16 hours at RT. The solvent was distilled off i. vac., the oily residue was combined with water, while the product was obtained in the form of white crystals. These were suction filtered, washed with water and reacted without any further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07026312B2
Source datasetuspto-grants-2006_04
ORD IDord-85c3bad978cd41068f67d5e1465efb88
Source noteuspto-grants-2006_04