Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2273807Generated: October 26, 2026

Aniline → N-Phenyl-3,5-diphenylaniline

https://huagongshe.com/reaction/2273807

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantM-TerphenylHCID 7076—
Reactantsodium 2-methylpropan-2-olateHCID 178418730—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductN-Phenyl-3,5-diphenylanilineHCID 5867230784%

Reaction Conditions

Temperature100 °C

Reaction Steps

Aniline (3 g, 10.75 mmol), m-terphenyl (3.34 g, 10.85 mmol), Pd2(dba)3 (3 mol %), and t-BuONa (1.45 g, 15.05 mmol) is dissolved in toluene in a round flask, and a solution thereof is stirred at 100° C. Upon finishing reaction thereof, the toluene is removed from the solution, and a compound is extracted from the solution by using water and dichloromethane. The compound extracted thus is separated by using silica gel. The separated substance is re-crystallized by using dichloromethane and petroleum ether, and filtered, to obtain N-Phenyl-3,5-diphenylaniline (2.9 g, 84%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126892B2
Source datasetuspto-grants-2015_09
ORD IDord-194b2c20ee57495199acfe6705fd3513
Source noteuspto-grants-2015_09