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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 446218Generated: October 30, 2026

Diphenylamine → HCID 59270601, compound

https://huagongshe.com/reaction/446218

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphenylamineHCID 11487—
ReactantTris(1,1-dimethylethyl)phosphineHCID 83681—
ReactantHCID 4217227HCID 4217227—
CatalystHCID 131730690HCID 131730690—
SolventTolueneHCID 1140—
ProductHCID 59270601HCID 5927060181%

Reaction Steps

Biphenyl-3-yl(4-bromophenyl)methanone (5.0 g, 14.83 mmol) and diphenylamine (3.8 g, 22.2 mmol) were dissolved in toluene (150 mL) under a nitrogen atmosphere, and then tris(benzylidine acetone dipalladium) (0.3 g, 0.3 mmol) was added thereto under nitrogen. Also, P(t-Bu)3 (0.3 g, 1.5 mmol) was added to the reaction mixture solution, followed by addition of NaOBut (4.3 g, 44.5 mmol). The reaction mixture solution was refluxed and stirred for 24 hours. After the reaction was over, the reaction mixture solution was filtered through a thin silica pad at a high temperature to thereby remove palladium. The filtrate was concentrated, and was passed through a silica gel column by using hexane-dichloromethane 7:3 as an eluant. After the solvent was removed, the residue material was dried in vacuum to thereby obtain a white solid (5.1 g, yield: 81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08476474B2
Source datasetuspto-grants-2013_07
ORD IDord-2ac61ccccd5642b995063ef0738eb2b3
Source noteuspto-grants-2013_07