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

HRID 64535
ノート
印刷プレビュー

反応式

HRID 64535 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 83681Tris(1,1-dimethylethyl)phosphine触媒
HCID 9832798
Tris(dibenzylideneacetone) dipalladium
触媒
HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-b1a99e4574d64a38801f876484d345f0
出典データセット
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09450192B2

反応ノート

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