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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75072Generated: October 30, 2026

Bromobenzene → HCID 59357764, compound

https://huagongshe.com/reaction/75072

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromobenzeneHCID 7961—
ReactantSodiumHCID 5360545—
ReactantHCID 59357643HCID 59357643—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 59357764HCID 5935776473.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

2,4-diphenyl-6-fluoroaniline (12 mmol), bromobenzene (10 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.15 mmol), (±)-2,2′-bis(diphenylphosphine)-1,1′-binaphthalene (0.3 mmol) and sodium tert-butoxie (14 mmol) are put in a two-neck round-bottom flask and dissolved in toluene (30 mL). Subsequently, the resulting solution is stirred in a bath under a temperature of about 100° C. for 24 hours. After completion of the reaction, toluene is removed. The reaction mixture is extracted with dichloromethane and water, and then being distilled under reduced pressure. The resulting residence is filtered by silica gel column and distilled under reduced pressure again. Next, by re-crystallizing and filtering with dichloromethane and petroleum ether, 2,4-diphenyl-6-fluoro-N-phenylbenzenamine (2.5 g) is yielded.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835020B2
Source datasetuspto-grants-2014_09
ORD IDord-d5ac651d62894259b91c0489bef21596
Source noteuspto-grants-2014_09