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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2275959Generated: November 1, 2026

Bromobenzene → HCID 66797773, compound

https://huagongshe.com/reaction/2275959

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromobenzeneHCID 7961—
ReactantTris(1,1-dimethylethyl)phosphineHCID 83681—
ReactantSodium t-butoxideHCID 23676156—
ReactantHCID 66798029HCID 66798029—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductHCID 66797773HCID 6679777367.6%

Reaction Conditions

Temperature45 °C

Reaction Steps

9.6 g (17.9 mmol) of [3′-(12,12-dimethyl-10,12-dihydro-10-azaindeno-[2,1-b]fluoren-7-yl)biphenyl-3-yl]phenylmethanone are dissolved in 300 ml of toluene with 3.14 g (20 mmol) of bromobenzene and degassed. 1.9 ml of tri-tert-butylphosphine solution (1 M in toluene), 214 mg (0.94 mmol) of Pd(OAc)2 and 5.4 g (56.7 mmol) of NaOtBu are added, and the mixture is stirred under reflux for 7 h. The warm (45° C.) mixture is filtered through Alox B, washed with water, dried and evaporated. The crude product is extracted with toluene in a Soxhlet extractor and recrystallised from toluene/heptane, giving 7.4 g (12.1 mmol, 60%) of the product as a white solid. Finally, the product is sublimed in a high vacuum, the purity is 99.9%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126970B2
Source datasetuspto-grants-2015_09
ORD IDord-d8a4c81f8f074c05884149382398f8ef
Source noteuspto-grants-2015_09