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

HRID 900544노트

반응식

HRID 900544 반응식
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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 1140Toluene용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-786378d7224e4d14ae5f53b1e9cc0bb3
출처 데이터셋
uspto-grants-2008_04
특허 번호
US07358375B2

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