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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 270748Generated: October 30, 2026

Aniline → Triphenylamine

https://huagongshe.com/reaction/270748

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantSodium CarbonateHCID 10340—
ReactantIodobenzeneHCID 11575—
CatalystCopperHCID 23978—
SolventTolueneHCID 1140—
ProductTriphenylamineHCID 11775129.3%

Reaction Steps

That is, in a two-neck flask of 500 ml in volume, 152.0 g anhydrous sodium carbonate (1.10 mol) and 9.5 g powdery copper (0.15 mol) were added and then heated for 2 hours while stirring to uniform. Subsequently, after cooling to room temperature, the solution was added with 67.6 g of an aniline compound (0.5 mol) represented by the formula (49) described below and 305.9 g of iodobenzene (1.5 mol) and then heated again to 220° C. to allow the reaction for 2.5 hours. After that, the solution was cooled to room temperature and then added with 100 ml toluene, followed by filtration. The resulting residue was dissolved in toluene and dried over activated clay. After that, the residue was dissolved in toluene and then added with methanol to crystallization. Then, the residue was dissolved in toluene again and added with methanol to crystalline and the resulting residue was followed by filtration and dried to form crystal. Subsequently, the resulting crystal was purified through silica gel column chromatography (developing solvent: chloroform/hexane solvent), thereby obtaining 79.3 g of a triphenylamine derivative compound represented by the general formula (50) (yields: 55.2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449602B2
Source datasetuspto-grants-2008_11
ORD IDord-d092edf406704ca494fd2f9129522dbb
Source noteuspto-grants-2008_11