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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275920Generated: November 1, 2026

Aniline → HCID 57816297, compound

https://huagongshe.com/reaction/2275920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantSodium t-butoxideHCID 23676156—
Reactant9H-Fluorene, 1-bromo-9,9-diphenyl-HCID 66797833—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
SolventTolueneHCID 1140—
ProductHCID 57816297HCID 57816297—

Reaction Steps

40 g of bromo-9,9-diphenyl-9H-fluorene (100.7 mmol), 12 ml of aniline (121 mmol), 0.85 g of DPPF (1.5 mmol), 0.3 g of palladium(II)acetate and 25 g of sodium tert-butoxide (262 mmol) are heated at the boil in 1.5 l of toluene under a protective-gas atmosphere for 18 h. The mixture is subsequently partitioned between toluene and water, and the organic phase is washed three times with water, dried over Na2SO4 and evaporated in a rotary evaporator. The residue which remains is recrystallised from heptane/ethyl acetate. The yield is 26.8 g (65 mmol, 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126970B2
Source datasetuspto-grants-2015_09
ORD IDord-01eab0d60e804bd7b57d67260567a2a6
Source noteuspto-grants-2015_09