Tetrahydrofuran → 9-(4'-Carbazol-9-ylbiphenyl-4-yl)-2-(4-vinylphenyl)-9H-carbazole

HRID 1628373ノート

反応式

HRID 1628373 の反応式
[CH2:1]1COCC1.[CH:6]1[C:18]2[N:17]([C:19]3[CH:24]=[CH:23][C:22]([C:25]4[CH:30]=[CH:29][C:28]([N:31]5[C:43]6[CH:42]=[C:41]([C:44]7[CH:51]=[CH:50][C:47]([CH:48]=O)=[CH:46][CH:45]=7)[CH:40]=[CH:39][C:38]=6[C:37]6[C:32]5=[CH:33][CH:34]=[CH:35][CH:36]=6)=[CH:27][CH:26]=4)=[CH:21][CH:20]=3)[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]=2[CH:9]=[CH:8][CH:7]=1.C(C1C=CC(C2N=C(C3C=CC(C(C)(C)C)=CC=3)N=C(C3C=CC(C4C=CC(C=C)=CC=4)=CC=3)N=2)=CC=1)(C)(C)C.BrC1C=C(Br)C=C(Br)C=1I>[Br-].C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C(Cl)Cl>[CH:6]1[C:18]2[N:17]([C:19]3[CH:24]=[CH:23][C:22]([C:25]4[CH:30]=[CH:29][C:28]([N:31]5[C:43]6[CH:42]=[C:41]([C:44]7[CH:51]=[CH:50][C:47]([CH:48]=[CH2:1])=[CH:46][CH:45]=7)[CH:40]=[CH:39][C:38]=6[C:37]6[C:32]5=[CH:33][CH:34]=[CH:35][CH:36]=6)=[CH:27][CH:26]=4)=[CH:21][CH:20]=3)[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]=2[CH:9]=[CH:8][CH:7]=1

参加物

7

反応物 4

HCID 8028Tetrahydrofuran2 回HCID 1408441-Iodo-2,4,6-tribromobenzeneHCID 594397822,4-Bis-(4-tert-butylphenyl)-6-(4'-vinylbiphenyl-4-yl)-1,3,5-triazineHCID 866917674-[9-(4'-Carbazol-9-ylbiphenyl-4-yl)-9H-carbazol-2-yl]benzaldehyde

生成物 1

HCID 682786649-(4'-Carbazol-9-ylbiphenyl-4-yl)-2-(4-vinylphenyl)-9H-carbazole

試薬・触媒・溶媒 2

HCID 74505Methyltriphenyliphosphonium bromide触媒HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

0.86 g (0.00767 mol) of potassium tert-butoxylate and 2.55 g (0.00714 mol) of methyltriphenylphosphonium bromide are initially introduced. The apparatus is cooled to 0° C., and the solids are dissolved using 15 ml of THF (abs.). The mixture is stirred for 30 min, while, in a second apparatus, 2.31 g (0.0039 mol) of 4-[9-(4′-carbazol-9-ylbiphenyl-4-yl)-9H-carbazol-2-yl]benzaldehyde is weighed out and dissolved using 25 ml of THF. At 0° C., solution 2 is added to solution 1 and stirred for a further 1.5 h. The mixture is taken up in CH2Cl2 and washed by shaking three times with water. The combined organic phases are dried over magnesium sulfate, filtered off and evaporated to dryness. Column chromatography with toluene give 2.1 g (93%) of clean substance.

後処理

  1. dissolutionthe solids are dissolved
  2. dissolutiondissolved
  3. stirringstirred for a further 1.5 h
  4. washwashed
  5. stirringby shaking three times with water
  6. dry with materialThe combined organic phases are dried over magnesium sulfate
  7. filtrationfiltered off
  8. customevaporated to dryness
  9. customColumn chromatography with toluene give 2.1 g (93%) of clean substance

出典と根拠

ORDレコード
ord-27df9e9903fa48979ff0ad88cab22140
出典データセット
uspto-grants-2014_07
特許番号
US08786181B2

反応ノート

読み込み中…