Tris(4-bromophenyl)amine → 4-(Thiophen-2-yl)-N,N-bis(4-(thiophen-2-yl)phenyl)aniline

HRID 900544Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 900544
Br[C:2]1[CH:7]=[CH:6][C:5]([N:8]([C:16]2[CH:21]=[CH:20][C:19](Br)=[CH:18][CH:17]=2)[C:9]2[CH:14]=[CH:13][C:12](Br)=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.C([Sn](CCCC)(CCCC)[C:28]1[S:29][CH:30]=[CH:31][CH:32]=1)CCC>C1(C)C=CC=CC=1.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[S:29]1[CH:30]=[CH:31][CH:32]=[C:28]1[C:2]1[CH:7]=[CH:6][C:5]([N:8]([C:16]2[CH:21]=[CH:20][C:19]([C:30]3[S:29][CH:28]=[CH:32][CH:31]=3)=[CH:18][CH:17]=2)[C:9]2[CH:14]=[CH:13][C:12]([C:28]3[S:29][CH:30]=[CH:31][CH:32]=3)=[CH:11][CH:10]=2)=[CH:4][CH:3]=1

Komponenten

5

Edukt 2

HCID 258027Tris(4-bromophenyl)amineHCID 27793732-(Tri-n-butylstannyl)thiophene

Produkt 1

HCID 153154284-(Thiophen-2-yl)-N,N-bis(4-(thiophen-2-yl)phenyl)anilineAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418397HCID 178418397, VerbindungKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

First, 1 g (2 mmol) of tris(4-bromophenyl)amine (Aldrich) was dissolved in 100 ml of toluene, and then 2.9 ml (4.5 eq.) of 2-tributylstannylthiophene and 27 mg (1.1%) of Pd(PPh3)4 were added thereto. The mixture was refluxed under a nitrogen atmosphere for 12 hours. The reaction mixture was allowed to cool to room temperature, washed with brine twice, and dried over MgSO4. After the solvent was evaporated, the obtained residue was washed with petroleum ether (PE), and dried, affording 0.87 g (yield: 85%) of tris[4-(2-thienyl)phenyl]amine as a pale yellow solid.

Aufarbeitung

  1. temperatureThe mixture was refluxed under a nitrogen atmosphere for 12 hours
  2. washwashed with brine twice
  3. dry with materialdried over MgSO4
  4. customAfter the solvent was evaporated
  5. washthe obtained residue was washed with petroleum ether (PE)
  6. customdried

Quellen und Nachweise

ORD-Eintrag
ord-786378d7224e4d14ae5f53b1e9cc0bb3
Quelldatensatz
uspto-grants-2008_04
Patentnummer
US07358375B2

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