Triphenylphosphine → 11-Bromoundecylmaleimide pentacene

HRID 251754

反応式

HRID 251754 の反応式
[CH:1]1[C:22]2[C:5](=[CH:6][C:7]3[C:20]([CH:21]=2)=[CH:19][C:18]2[C:9](=[CH:10][C:11]4[C:16]([CH:17]=2)=[CH:15][CH:14]=[CH:13][CH:12]=4)[CH:8]=3)[CH:4]=[CH:3][CH:2]=1.[C:23]1(=[O:29])[NH:27][C:26](=[O:28])[CH:25]=[CH:24]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[Br:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60]O.N(C(OC(C)C)=O)=NC(OC(C)C)=O>O1CCCC1>[Br:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][C:24]1[C:23]([NH:27][C:26](=[O:28])[CH:25]=1)=[O:29].[CH:4]1[C:5]2[C:22](=[CH:21][C:20]3[C:7]([CH:6]=2)=[CH:8][C:9]2[C:18](=[CH:17][C:16]4[C:11]([CH:10]=2)=[CH:12][CH:13]=[CH:14][CH:15]=4)[CH:19]=3)[CH:1]=[CH:2][CH:3]=1.[Br:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][N:27]1[C:26](=[O:28])[CH:25]=[CH:24][C:23]1=[O:29].[CH:4]1[C:5]2[C:22](=[CH:21][C:20]3[C:7]([CH:6]=2)=[CH:8][C:9]2[C:18](=[CH:17][C:16]4[C:11]([CH:10]=2)=[CH:12][CH:13]=[CH:14][CH:15]=4)[CH:19]=3)[CH:1]=[CH:2][CH:3]=1

参加物

7

反応物 4

HCID 11776TriphenylphosphineHCID 7416311-Bromo-1-undecanolHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 86643198Pentacene maleimide

生成物 2

HCID 8664775211-Bromoundecylmaleimide pentaceneHCID 86647754N-(11-bromoundecyl) maleimide pentacene

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Pentacene-maleimide adduct (5c) (375 mg, 1 mmole) are added to a solution of triphenyl phosphine (393 mg, 1.5 mmole) and 11-bromo-1-undecanol (375 mg, 1.5 mmole) in 40 mL of anhydrous tetrahydrofuran. To this mixture a solution of diisopropyl azodicarboxylate (300 mg, 1.5 mmole) in 1.0 mL of anhydrous THF is added dropwise under a stream of nitrogen. After completion of the addition, the solution is stirred at room temperature for 18 hours. The solvent is evaporated under reduced pressure and the residue is titrated with diethyl ether and the precipitate is filtered, washed with 1:1 ether-hexane and dried. Crystallization from benzene affords the pure sample of 11-bromoundecylmaleimide-pentacene adduct 5d.

後処理

  1. additionAfter completion of the addition
  2. customThe solvent is evaporated under reduced pressure
  3. filtrationthe precipitate is filtered
  4. washwashed with 1:1 ether-hexane
  5. customdried
  6. customCrystallization from benzene

出典と根拠

ORDレコード
ord-375257fa85024251a427f14ca938deb1
出典データセット
uspto-grants-2011_01
特許番号
US07867469B2

関連ノート

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