Dimethylformamide → N~4~,N~4'~-Di(naphthalen-2-yl)-N~4~,N~4'~-diphenyl(1,1'-biphenyl)-4,4'-diamine

HRID 1816861

반응식

HRID 1816861 반응식
I[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11](I)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[C:21]1([NH:27][C:28]2[CH:37]=[CH:36][C:35]3[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=3)[CH:29]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[CH3:38][N:39]([CH:41]=O)C>[Cu].O>[CH:24]1[CH:25]=[CH:26][C:21]([N:27]([C:28]2[CH:37]=[CH:36][C:35]3[C:30](=[CH:31][CH:32]=[CH:33][CH:34]=3)[CH:29]=2)[C:2]2[CH:7]=[CH:6][C:5]([C:8]3[CH:13]=[CH:12][C:11]([N:39]([C:41]4[CH:32]=[CH:31][C:30]5[C:35](=[CH:36][CH:37]=[CH:28][CH:29]=5)[CH:34]=4)[C:38]4[CH:23]=[CH:22][CH:21]=[CH:26][CH:25]=4)=[CH:10][CH:9]=3)=[CH:4][CH:3]=2)=[CH:22][CH:23]=1

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 8679N-phenyl-2-naphthylamineHCID 11430Potassium CarbonateHCID 763484,4'-Diiodo-1,1'-biphenyl

생성물 1

HCID 21881245N~4~,N~4'~-Di(naphthalen-2-yl)-N~4~,N~4'~-diphenyl(1,1'-biphenyl)-4,4'-diamine수율 72.4%

시약·촉매·용매 2

HCID 23978Copper촉매HCID 962Water용매

실험 절차

25.1 g (61.5 mmol) of 4,4′-diiodobiphenyl, 2.14 g of poly(ethylene glycol) PEG-6000 that was available from Wako Pure Chemical Industries, Ltd., 17.1 g (0.124 mol) of potassium carbonate and 15.7 g (247 mmol) of powdered copper were added to 32.4 g (148 mmol) of N-phenyl-2-naphthylamine. It was heated at 200 degrees Centigrade. It was determined for tracing by the high-speed liquid chromatography. And it was stirred and refluxed for 12 hours until no peaks of starting materials and intermediates were determined. DMF and water were added thereto to disperse. It was filtrated and washed with water. Precipitated crystals were purified by silica gel column chromatography to obtain 26.2 g of beta-NPD that is represented by Compound Example 5 at 72.4% yield.

후처리

  1. temperatureIt was heated at 200 degrees Centigrade
  2. temperaturerefluxed for 12 hours until no peaks of starting materials and intermediates
  3. additionto disperse
  4. filtrationIt was filtrated
  5. washwashed with water
  6. customPrecipitated crystals
  7. customwere purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-d21b99ba0051478fab22b87c296849b2
출처 데이터셋
uspto-grants-2009_10
특허 번호
US07598010B2

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