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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275954Generated: November 2, 2026

2-Bromo-9,9-dimethylfluorene → N-(9,9-Dimethyl-9H-fluoren-2-yl)-9,9-dimethyl-9H-fluoren-2-amine

https://huagongshe.com/reaction/2275954

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Bromo-9,9-dimethylfluoreneHCID 10945606—
Reactant9,9-Dimethyl-9H-fluoren-2-amineHCID 22617093—
ReactantSodium t-butoxideHCID 23676156—
Catalystpalladium(II) acetateHCID 167845—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
SolventTolueneHCID 1140—
ProductN-(9,9-Dimethyl-9H-fluoren-2-yl)-9,9-dimethyl-9H-fluoren-2-amineHCID 59254080—

Reaction Steps

81 g of 2-bromo-9,9-dimethyl-9H-fluorene (300 mmol), 93 g of 2-amino-9,9-dimethyl-9H-fluorene (444 mmol), 5 g of DPPF (9 mmol), 2 g of palladium(II) acetate and 86 g of sodium tert-butoxide (486 mmol) are heated at the boil for 18 h in 1.5 l of toluene under a protective-gas atmosphere. The mixture is subsequently partitioned between toluene and water, 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 93 g (231 mmol, 77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126970B2
Source datasetuspto-grants-2015_09
ORD IDord-69305166c08b428fb13362d96d027658
Source noteuspto-grants-2015_09