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Tris(1,1-dimethylethyl)phosphine → 9'-[3-(4,6-Diphenylpyrimidin-2-yl)phenyl]-9,9''-diphenyl-9H,9'H,9''H-[3,3';6',3'']tercarbazole

HRID 634558
ノート
印刷プレビュー

反応式

HRID 634558 の反応式
[C:1]1([N:7]2[C:19]3[CH:18]=[CH:17][C:16]([C:20]4[CH:21]=[CH:22][C:23]5[NH:24][C:25]6[C:30]([C:31]=5[CH:32]=4)=[CH:29][C:28]([C:33]4[CH:34]=[CH:35][C:36]5[N:37]([C:46]7[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=7)[C:38]7[C:43]([C:44]=5[CH:45]=4)=[CH:42][CH:41]=[CH:40][CH:39]=7)=[CH:27][CH:26]=6)=[CH:15][C:14]=3[C:13]3[C:8]2=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[C:53]1[CH:54]=[C:55]([C:59]2[N:64]=[C:63]([C:65]3[CH:70]=[CH:69][CH:68]=[CH:67][CH:66]=3)[CH:62]=[C:61]([C:71]3[CH:76]=[CH:75][CH:74]=[CH:73][CH:72]=3)[N:60]=2)[CH:56]=[CH:57][CH:58]=1.CC([O-])(C)C.[Na+].C(P(C(C)(C)C)C(C)(C)C)(C)(C)C>CC1C=CC(C)=CC=1.CC([O-])=O.CC([O-])=O.[Pd+2]>[C:71]1([C:61]2[CH:62]=[C:63]([C:65]3[CH:70]=[CH:69][CH:68]=[CH:67][CH:66]=3)[N:64]=[C:59]([C:55]3[CH:56]=[C:57]([N:24]4[C:23]5[CH:22]=[CH:21][C:20]([C:16]6[CH:17]=[CH:18][C:19]7[N:7]([C:1]8[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=8)[C:8]8[C:13]([C:14]=7[CH:15]=6)=[CH:12][CH:11]=[CH:10][CH:9]=8)=[CH:32][C:31]=5[C:30]5[C:25]4=[CH:26][CH:27]=[C:28]([C:33]4[CH:34]=[CH:35][C:36]6[N:37]([C:46]7[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=7)[C:38]7[C:43]([C:44]=6[CH:45]=4)=[CH:42][CH:41]=[CH:40][CH:39]=7)[CH:29]=5)[CH:58]=[CH:53][CH:54]=3)[N:60]=2)[CH:76]=[CH:75][CH:74]=[CH:73][CH:72]=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 4

HCID 83681Tris(1,1-dimethylethyl)phosphineHCID 23676156Sodium t-butoxideHCID 589431812-(3-Bromophenyl)-4,6-diphenylpyrimidineHCID 593067259,9''-Diphenyl-9H,9'H,9''H-3,3':6',3''-tercarbazole

生成物 1

HCID 866960889'-[3-(4,6-Diphenylpyrimidin-2-yl)phenyl]-9,9''-diphenyl-9H,9'H,9''H-[3,3';6',3'']tercarbazole

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 7809P-Xylene溶媒

実験手順

28.8 g (44.32 mmol) of 9,9″-diphenyl-9H,9′H,9″H-[3,3′;6′,3″]tercarbazole 29, 18.88 g (48.76 mmol) of 2-(3-bromophenyl)-4,6-diphenylpyrimidine 14 and 13.01 g (135.35 mmol) of NaOtBu are suspended in 820 ml of p-xylene. 201.21 mg (0.90 mmol) of Pd(OAc)2 and 2.7 ml of a 1M tri-tert-butylphosphine solution are added to this suspension. The reaction mixture is heated under reflux for 19 h. After cooling, the organic phase is separated off, washed three times with 100 ml of water and subsequently evaporated to dryness. The residue is extracted with hot toluene, recrystallised from toluene and finally sublimed in a high vacuum. The yield is 23.3 g (55%).

後処理

  1. temperatureThe reaction mixture is heated
  2. temperatureunder reflux for 19 h
  3. temperatureAfter cooling
  4. customthe organic phase is separated off
  5. washwashed three times with 100 ml of water
  6. customsubsequently evaporated to dryness
  7. extractionThe residue is extracted with hot toluene
  8. customrecrystallised from toluene

出典と根拠

ORDレコード
ord-f6471b87fd234192ba7f000d22724620
出典データセット
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09324954B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート