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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1169920Generated: October 25, 2026

Benzaldehyde → 2-Benzylidene-but-3-ynenitrile

https://huagongshe.com/reaction/1169920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantEthanolHCID 702—
ReactantMalononitrileHCID 8010—
CatalystPiperidineHCID 8082—
Product2-Benzylidene-but-3-ynenitrileHCID 86030656—

Reaction Steps

To a solution of benzaldehyde (2 g; 18.9 mmol) and malononitrile (1.37 g; 20.7 mmol) in ethanol (40 ml) was added 5 drops of piperidine and the mixture was heated at reflux overnight. The reaction was cooled, evaporated then purified by flash column chromatography eluting with 1:9 ethyl acetate/hexane and the product containing fractions combined and evaporated to give 930 mg of 2-benzylidene-but-3-yne nitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07825140B2
Source datasetuspto-grants-2010_11
ORD IDord-5a2abd7f645947b0b3ee9eb00a0bdf66
Source noteuspto-grants-2010_11