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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2096100Generated: October 26, 2026

Dimethylformamide → 4-[2-(4-Methoxyphenyl)ethenyl]-N,N-bis(4-methylphenyl)aniline

https://huagongshe.com/reaction/2096100

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant4-(Bis(p-tolyl)amino)benzaldehydeHCID 170701—
ReactantDiethyl P-((4-methoxyphenyl)methyl)phosphonateHCID 4063826—
ReactantHCID 178418922HCID 178418922—
SolventWaterHCID 962—
Product4-[2-(4-Methoxyphenyl)ethenyl]-N,N-bis(4-methylphenyl)anilineHCID 53853205—

Reaction Steps

Equal molar amounts of diethyl 4-methoxybenzylphosphonate and 4-(di-p-tolylamino)benzaldehyde were dissolved into N,N-dimethylformamide, and with agitation under water cooling, t-butoxy potassium was added little by little. After agitation for 5 hours at room temperature, water was added, and the solution was rendered acidic so that crude target product precipitates. The crude target product was purified by column chromatography on silica gel to give 4-methoxy-4′-(di-p-tolylamino)stilbene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450033B2
Source datasetuspto-grants-2013_05
ORD IDord-7afc4de70cdf49d6bf6eaa3dd9c85e82
Source noteuspto-grants-2013_05