Aniline → N-Phenyl-3,5-diphenylaniline

HRID 2273807

Reaktionsgleichung

[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:8]1([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:15]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C(O[Na])(C)(C)C>C1(C)C=CC=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[C:2]1([NH:1][C:18]2[CH:17]=[C:16]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:15]=[C:14]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH:19]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

Reaktionsbedingungen

Temperatur: 100 °C

Versuchsvorschrift

Aniline (3 g, 10.75 mmol), m-terphenyl (3.34 g, 10.85 mmol), Pd2(dba)3 (3 mol %), and t-BuONa (1.45 g, 15.05 mmol) is dissolved in toluene in a round flask, and a solution thereof is stirred at 100° C. Upon finishing reaction thereof, the toluene is removed from the solution, and a compound is extracted from the solution by using water and dichloromethane. The compound extracted thus is separated by using silica gel. The separated substance is re-crystallized by using dichloromethane and petroleum ether, and filtered, to obtain N-Phenyl-3,5-diphenylaniline (2.9 g, 84%).

Aufarbeitung

customreaction
customthe toluene is removed from the solution
extractiona compound is extracted from the solution
extractionThe compound extracted thus
customis separated
customThe separated substance is re-crystallized
filtrationfiltered

Quellen und Nachweise

ORD-Eintrag: ord-194b2c20ee57495199acfe6705fd3513
Quelldatensatz: uspto-grants-2015_09
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US09126892B2

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