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Potassium Phosphate, Tribasic → N-(1,1':4',1''-terphenyl-3-yl)indolo[2,3-a]carbazole

HRID 64535
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HRID 64535 반응식
[CH:1]1[C:6]2[N:7]=[C:8]3[C:20]4[C:12]([C:13]5[C:18]([N:19]=4)=[CH:17][CH:16]=[CH:15][CH:14]=5)=[CH:11][CH:10]=[C:9]3[C:5]=2[CH:4]=[CH:3][CH:2]=1.Br[C:22]1[CH:23]=[C:24]([C:28]2[CH:33]=[CH:32][C:31]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)=[CH:30][CH:29]=2)[CH:25]=[CH:26][CH:27]=1.P([O-])([O-])([O-])=O.[K+].[K+].[K+]>C1(C)C=CC=CC=1.[Pd].[Pd].C(=CC(C=CC1C=CC=CC=1)=O)C1C=CC=CC=1.C(=CC(C=CC1C=CC=CC=1)=O)C1C=CC=CC=1.C(=CC(C=CC1C=CC=CC=1)=O)C1C=CC=CC=1.C(P(C(C)(C)C)C(C)(C)C)(C)(C)C>[C:24]1([C:28]2[CH:33]=[CH:32][C:31]([C:34]3[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=3)=[CH:30][CH:29]=2)[CH:23]=[CH:22][CH:27]=[C:26]([N:7]2[C:8]3[C:9](=[CH:10][CH:11]=[C:12]4[C:13]5[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=5[NH:19][C:20]4=3)[C:5]3[C:6]2=[CH:1][CH:2]=[CH:3][CH:4]=3)[CH:25]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 62657Potassium Phosphate, TribasicHCID 153297101-Bromo-3-(4-phenylphenyl)benzeneHCID 21882147Indolo[2,3-a]carbazole

생성물 1

HCID 68089261N-(1,1':4',1''-terphenyl-3-yl)indolo[2,3-a]carbazole수율 67.5%

시약·촉매·용매 3

HCID 83681Tris(1,1-dimethylethyl)phosphine촉매
HCID 9832798
Tris(dibenzylideneacetone) dipalladium
촉매
HCID 1140Toluene용매

실험 절차

Indolo[2,3-a]carbazole (9.8 g) was dissolved in 150 ml of dry toluene under nitrogen. 12.9 g of 3-bromo-p-terphenyl, 0.65 g of tris(dibenzylideneacetone) dipalladium, 0.46 g of tri-t-butylphosphine and 40.3 g of potassium orthophosphate were added and heated to reflux for 16 h. After the completion of reaction, the reaction was quenched with water. The reaction mixture was then extracted using ethyl acetate; and the organic layer was dried over anhydrous sodium sulfate and evaporated to dryness under vacuum. Subsequent silica gel column chromatography using ethyl acetate/hexane (1:9) as eluent, yielded 12.6 g of N-(1,1′:4′,1″-terphenyl-3-yl)indolo[2,3-a]carbazole.

후처리

  1. temperatureheated
  2. temperatureto reflux for 16 h
  3. customAfter the completion of reaction
  4. customthe reaction was quenched with water
  5. extractionThe reaction mixture was then extracted
  6. dry with materialand the organic layer was dried over anhydrous sodium sulfate
  7. customevaporated to dryness under vacuum

출처 및 근거

ORD 기록
ord-b1a99e4574d64a38801f876484d345f0
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09450192B2

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