Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1928668Generated: October 31, 2026

Toluene → HCID 68614344, compound

https://huagongshe.com/reaction/1928668

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant4,4'-DibromobiphenylHCID 7110—
ReactantBenzenamine, 4-methyl-N-(4-methylphenyl)-HCID 69293—
ReactantSodium t-butoxideHCID 23676156—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
ProductHCID 68614344HCID 6861434478%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 4,4′-dibromobiphenyl (8.46 g=27.4 mmol), Pd(OAc)2 (105 mg=0.18 mmol), dppf (253 mg=0.46 mmol), di-p-tolylamine (1.80 g=9.13 mmol) and sodium t-butoxide (1.32 g=13.7 mmol) in dry toluene was placed in a three-necked flask under a nitrogen atmosphere and stirred at 90° C. for 15 h. After cooling, the reaction was quenched by adding water and then extracted by ethyl acetate. The organic layer was dried over anhydrous MgSO4 and evaporated under vacuum. The products were purified by silica gel column eluted with hexane. White solid of compound 2T was obtained in 78% yield (3.04 g=7.12 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08183393B2
Source datasetuspto-grants-2012_05
ORD IDord-b17deb86fdb245e0b156b267205fb5c4
Source noteuspto-grants-2012_05