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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275939Generated: October 29, 2026

Bromobenzene → HCID 66797832, compound

https://huagongshe.com/reaction/2275939

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromobenzeneHCID 7961—
ReactantTris(1,1-dimethylethyl)phosphineHCID 83681—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 66797821HCID 66797821—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductHCID 66797832HCID 66797832—

Reaction Conditions

Temperature45 °C

Reaction Steps

20.0 g (27.8 mmol) of biphenyl-4-yl-[4-(12,12-dimethyl-10,12-dihydro-10-azaindeno[2,1-b]fluoren-7-yl)phenyl]-(9,9-dimethyl-9H-fluoren-2-yl)amine are dissolved in 500 ml of toluene with 4.39 ml (41.7 mmol) of bromobenzene and degassed. 1.94 ml (1.94 mmol/1 M in toluene) of tri-tert-butylphosphine, 249.8 mg of Pd(OAc)2 and 4.01 g (41.7 mmol) of NaOtBu are added (solids are degassed in advance), and the mixture is stirred under reflux for 5 h. The warm (45° C.) mixture is filtered through Alox B (activity grade 1), washed with water, dried and evaporated. The crude product is extracted with heptane/toluene in a Soxhlet extractor and crystallised from heptane, giving, after sublimation, 14.7 g (67%) of the product as a yellowish solid having a purity of 99.9%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126970B2
Source datasetuspto-grants-2015_09
ORD IDord-51e3392d44f040f891beade92ca4098d
Source noteuspto-grants-2015_09