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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1993090Generated: October 31, 2026

Toluene → HCID 66724872, compound

https://huagongshe.com/reaction/1993090

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantAnilineHCID 6115—
ReactantO-XyleneHCID 7237—
ReactantSodium t-butoxideHCID 23676156—
Reactant9-([1,1'-Biphenyl]-4-yl)-3-bromo-9H-carbazoleHCID 53401105—
Catalystpalladium(II) acetateHCID 167845—
Catalyst1,1`-Bis(diphenylphosphino)ferroceneHCID 15241612—
ProductHCID 66724872HCID 6672487293%

Reaction Conditions

Temperature130 °C

Reaction Steps

3.7 g (9.2 mmol) of 3-bromo-9-(4-biphenylyl)carbazole, 63 mg (0.3 mmol) of palladium acetate, 330 mg (0.6 mmol) of 1,1-bis(diphenylphosphino)ferrocene, and 1.5 g (15 mmol) of sodium-tert-butoxide were put in a three-neck flask and the atmosphere of the flask was substituted by nitrogen, and then, 20 mL of dehydrated xylene was added, and deaeration was performed. Then, 9.3 g (10 mmol) of aniline was added thereto. Under a nitrogen atmosphere, it was heated and stirred at 130° C. for 4 hours. After the termination of the reaction, about 300 mL of hot toluene was added to this suspension, and the mixture was filtered through florisil, alumina, and Celite®. The obtained filtrate was concentrated and hexane was added thereto. Then, it was precipitated by ultrasonic wave. This was filtered, and the residue was dried to obtain 3.5 g (yield: 93%) of N-[(4-biphenylyl)carbazol-3-yl]-N-phenylamine (BCA) which was cream-colored powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07649197B2
Source datasetuspto-grants-2010_01
ORD IDord-e63c52ea8016436d8fcf154a20cf722f
Source noteuspto-grants-2010_01