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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924694Generated: October 25, 2026

Ethyl cyanoacetate → Ethyl 3-(4-bromophenyl)-2-cyanoprop-2-enoate

https://huagongshe.com/reaction/924694

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl cyanoacetateHCID 7764—
ReactantPiperidineHCID 8082—
Reactant4-BromobenzaldehydeHCID 70741—
SolventTolueneHCID 1140—
ProductEthyl 3-(4-bromophenyl)-2-cyanoprop-2-enoateHCID 36750189%

Reaction Steps

4-Bromobenzaldehyde (3 g, 16.21 mmol) and ethyl cyanoacetate (1.9 ml, 17.84 mmol) in toluene was added piperidine (27 μl) and the reaction mixture was refluxed for 1 hour with a Dean-Stark separator. The solvent was removed under reduced pressure, the residue triturated with warm ethyl acetate, filtered to yield the desired product as a yellow solid (4.03 g, 89% yield). LC/MS: (PS-A2) Rt 3.44.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09283226B2
Source datasetuspto-grants-2016_03
ORD IDord-3dff0bbeba674f4fb50376763819fae3
Source noteuspto-grants-2016_03