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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 396669Generated: October 29, 2026

4-Nitrobenzaldehyde → 2-((4-Nitrophenyl)methylene]-3-oxobutanoic acid 2-cyanoethyl ester

https://huagongshe.com/reaction/396669

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-NitrobenzaldehydeHCID 541—
Reactant2-Cyanoethyl 3-oxobutanoateHCID 12360406—
CatalystAcetic AcidHCID 176—
CatalystPiperidineHCID 8082—
SolventIsopropanolHCID 3776—
Product2-((4-Nitrophenyl)methylene]-3-oxobutanoic acid 2-cyanoethyl esterHCID 5436222459%

Reaction Steps

A suspension of 4-nitrobenzaldehyde (10.00 g, 66.2 mol), 2-cyanoethyl acetoacetate (10.27 g, 66.2 mol), piperidine (281 mg, 3.31 mmol) and acetic acid (198 mg, 3.31 mmol) in 250 ml of 2-propanol was stirred at room temperature for 48 hrs. Reaction mixture was filtered, the solid collected and dried in air to give 2-[(4-nitrophenyl)methylene]-3-oxobutanoic acid 2-cyanoethyl ester as a white powder (11.24 g, 59%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06608086B2
Source datasetuspto-grants-2003_08
ORD IDord-96ff3439ece74fb58c44a86be148b614
Source noteuspto-grants-2003_08