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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277360Generated: October 30, 2026

Nitrogen → N-((1,1'-Biphenyl)-4-yl)-N-(4-bromophenyl)-9,9-dimethyl-9H-fluoren-2-amine

https://huagongshe.com/reaction/2277360

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
Reactant1-Bromo-4-iodobenzeneHCID 11522—
ReactantTris(1,1-dimethylethyl)phosphineHCID 83681—
ReactantN-(biphenyl-4-yl)-9,9-dimethyl-9H-fluoren-2-amineHCID 20730584—
ReactantSodium t-butoxideHCID 23676156—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductN-((1,1'-Biphenyl)-4-yl)-N-(4-bromophenyl)-9,9-dimethyl-9H-fluoren-2-amineHCID 58131689—

Reaction Steps

A degassed solution of 24.6 g (87 mmol) of 1-bromo-4-iodobenzene and 28.8 g (80 mmol) of biphenyl-4-yl-(9,9-dimethyl-9H-fluoren-2-yl)amine in 1000 ml of dioxane is saturated with N2 for 1 h. Then firstly 0.9 ml (4.3 mmol) of P(tBu)3, then 0.48 g (2.1 mmol) of palladium(II) acetate are added to the solution. 12.6 g (131 mmol) of NaOtBu in the solid state are subsequently added. The reaction mixture is heated under reflux for 18 h. After cooling to room temperature, 1000 ml of water are carefully added. The organic phase is washed with 4×50 ml of water and dried over MgSO4, and the solvent is removed in vacuo. The pure product is obtained by recrystallisation and final sublimation.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133119B2
Source datasetuspto-grants-2015_09
ORD IDord-9263e7a3cf0941c0832e49c49cecac84
Source noteuspto-grants-2015_09