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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1715518Generated: October 31, 2026

Aniline → (4-tert-Butyl-phenyl)-phenyl-amine

https://huagongshe.com/reaction/1715518

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
Reactant1-Bromo-4-tert-butylbenzeneHCID 77595—
ReactantSodium t-butoxideHCID 23676156—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
SolventNitrogenHCID 947—
SolventTolueneHCID 1140—
Product(4-tert-Butyl-phenyl)-phenyl-amineHCID 1144745999.2%

Reaction Steps

96.4 g (452 mmol) of 1-bromo-4-tert-butylbenzene and 42.1 g (452 mmol) of aniline are dissolved in toluene and saturated with N2 for 15 min. 2.85 g (5 mmol) of DPPF, followed by 1.13 g (5 mmol) of Pd(OAc)2 and 56.8 g (588 mmol) of NaOtBu are subsequently added successively, and the mixture is refluxed for 6 h. The organic phase is separated off, washed twice with water and filtered through Celite, rinsed with toluene and evaporated in a rotary evaporator, leaving 101 g of ochre-coloured solid (99% of theory), which is employed without further purification in the subsequent reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07799875B2
Source datasetuspto-grants-2010_09
ORD IDord-63384d02642f4c8a864c899477d2ccbb
Source noteuspto-grants-2010_09