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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 401233Generated: October 25, 2026

Diethyl (ethoxymethylene)malonate → diethyl N-(3-oxo-1-cyclohexen-1-yl)-aminomethylenemalonate

https://huagongshe.com/reaction/401233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl (ethoxymethylene)malonateHCID 6871—
Reactant3-Aminocyclohex-2-en-1-oneHCID 78892—
Productdiethyl N-(3-oxo-1-cyclohexen-1-yl)-aminomethylenemalonateHCID 1287707890%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 3-amino-cyclohex-2-enone (3.3 g, 29.7 mmol) and diethyl 2-(ethoxymethylene)malonate (6.7 g, 31.2 mmol) was stirred at 130° C. for 4 h. The reaction mixture was concentrated under reduced pressure and the resulting oil was purified by column chromatography (silica gel, ethyl acetate) to give 2-[(3-oxo-cyclohex-1-enylamino)-methylene]-malonic acid diethyl ester (7.5 g, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08741925B2
Source datasetuspto-grants-2014_06
ORD IDord-f834384df36a40938616eb219eee5085
Source noteuspto-grants-2014_06