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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 924553Generated: November 3, 2026

1,4-Dibromobenzene → HCID 85970010, compound

https://huagongshe.com/reaction/924553

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-DibromobenzeneHCID 7804—
ReactantN-(Phenanthren-9-yl)phenanthren-9-amineHCID 13150007—
ReactantSodium t-butoxideHCID 23676156—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 85970010HCID 8597001044%

Reaction Steps

Diphenanthren-9-ylamine (4.50 g, 12.18 mmol), 1,4-dibromobenzene (3.02 mL, 25.12 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, (2.8 g, yield: 44%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09281482B2
Source datasetuspto-grants-2016_03
ORD IDord-cee3e005ea0842d68798aed38c2112c8
Source noteuspto-grants-2016_03