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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766356Generated: October 30, 2026

p-Toluenesulfonic acid → HCID 5388617, compound

https://huagongshe.com/reaction/1766356

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantPiperidineHCID 8082—
ReactantEthyl AcetoacetateHCID 8868—
Reactant4-CyanobenzaldehydeHCID 66042—
SolventTolueneHCID 1140—
ProductHCID 5388617HCID 5388617—

Reaction Steps

A solution of 4-cyanobenzaldehyde (2 g, 15.3 mmol), ethyl acetoacetate (1.98 g, 15.3 mmol), piperidine (65 mg, 0.76 mmol), and p-toluenesulfonic acid (131 mg, 0.76 mmol) in toluene (100 ml) is stirred under an argon atmosphere at reflux for 72 hours in a flask equipped with a Dean-Stark trap. The crude reaction mixture is concentrated in vacuo to afford an oil which is chromatographed over silica gel with cyclohexane/ethyl acetate 20:1 as eluent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07230017B2
Source datasetuspto-grants-2007_06
ORD IDord-5d82bf28cd34442db283097e0f6aa368
Source noteuspto-grants-2007_06