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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924549Generated: October 29, 2026

1,3-Dibromobenzene → HCID 118112464, compound

https://huagongshe.com/reaction/924549

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-DibromobenzeneHCID 7927—
ReactantN-Phenyl-9-aminophenanthreneHCID 9943327—
ReactantSodium t-butoxideHCID 23676156—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 118112464HCID 11811246441%

Reaction Steps

N-phenylphenanthren-9-amine (4.51 g, 16.74 mmol), 1,3-dibromobenzene (6.05 mL, 50.23 mmol), Pd2(dba)3 (307 mg, 0.355 mmol), tris-o-tolyphosphine (0.255 mL, 0.837 mmol), sodium tert-butoxide (3.2 g, 33.49 mmol) were put in a 250 mL two-neck flask and dissolved in toluene. The solution was refluxed and stirred for 12 hours. After completion of the reaction, the solution was extracted with DI water/methylenechloride and distilled under reduced pressure to remove the solvent. The resultant was columned with a solution of n-hexane and methylenechloride (7:1). The resultant was distilled under reduced pressure and re-crystallized such that the wax compound was obtained, (2.9 g, yield: 41%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09281482B2
Source datasetuspto-grants-2016_03
ORD IDord-1a1d5e57fcb84509bffaf3738c86c476
Source noteuspto-grants-2016_03