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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1268171Generated: November 1, 2026

(Triphenylphosphoranylidene)acetaldehyde → 3-Cyano-1-(2-formylethenyl)benzene

https://huagongshe.com/reaction/1268171

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Triphenylphosphoranylidene)acetaldehydeHCID 75051—
Reactantm-FormylbenzonitrileHCID 90670—
SolventTolueneHCID 1140—
Product3-Cyano-1-(2-formylethenyl)benzeneHCID 5447721457.3%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 3-cyanobenzaldehyde (4.5 g) in toluene (200 ml) was added (triphenylphosphoranylidene)acetaldehyde (13.6 g) and the mixture was stirred at 70° C. for 4 hours. The reaction mixture was concentrated in vacuo. The residue was purified by chromatography on a silica gel column using dichloromethane as an eluant and then the product was recrystallized from a mixture of toluene and hexane to give the desired compound (3.09 g, yield 57%) as pale yellow needle crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06555556B1
Source datasetuspto-grants-2003_04
ORD IDord-775e35b7e2ea4900933b4d168e92ea48
Source noteuspto-grants-2003_04