Tetrabutylammonium Fluoride → HCID 59469955、化合物

HRID 387615ノート

反応式

HRID 387615 の反応式
CCCC[N+](CCCC)(CCCC)CCCC.[F-].[C:19]1([Si:25]([C:83]2[CH:88]=[CH:87][CH:86]=[CH:85][CH:84]=2)([C:77]2[CH:82]=[CH:81][CH:80]=[CH:79][CH:78]=2)[C:26]2[CH:27]=[CH:28][C:29]3[N:30]([Si](C4C=CC=CC=4)(C4C=CC=CC=4)C4C=CC=CC=4)[C:31]4[C:36]([C:37]=3[CH:38]=2)=[CH:35][C:34]([Si:39]([C:52]2[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=2)([C:46]2[CH:51]=[CH:50][CH:49]=[CH:48][CH:47]=2)[C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)=[CH:33][CH:32]=4)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(Cl)Cl>[C:52]1([Si:39]([C:40]2[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=2)([C:46]2[CH:47]=[CH:48][CH:49]=[CH:50][CH:51]=2)[C:34]2[CH:33]=[CH:32][C:31]3[NH:30][C:29]4[C:37]([C:36]=3[CH:35]=2)=[CH:38][C:26]([Si:25]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)([C:77]2[CH:82]=[CH:81][CH:80]=[CH:79][CH:78]=2)[C:83]2[CH:88]=[CH:87][CH:86]=[CH:85][CH:84]=2)=[CH:27][CH:28]=4)[CH:57]=[CH:56][CH:55]=[CH:54][CH:53]=1

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 58131120HCID 58131120、化合物

生成物 1

HCID 59469955HCID 59469955、化合物収率 120.8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A TBAF solution (1M in THF, 4.6 ml, 4.6 mmol) is added to a solution of 3,6,9-tris-(triphenylsilyl)carbazole (8.7 g, 9.2 mmol) in CH2Cl2 (150 ml). After stirring for one hour, thin layer chromatography shows complete deprotection. The solvent is removed under reduced pressure, and the residue is heated under reflux in cyclohexane (150 ml). After cooling, the suspension is filtered. The residue is filtered through SiO2 (10:1 cyclohexane:EtOAc) to obtain the desired product (7.6 g, 97%). 1H NMR (CDCl3, 400 MHz): δ=7.4 (m, 20H), 7.6 (m, 14H), 8.18 (s, 2H), 8.20 (s, 1H).

後処理

  1. customThe solvent is removed under reduced pressure
  2. temperaturethe residue is heated
  3. temperatureunder reflux in cyclohexane (150 ml)
  4. temperatureAfter cooling
  5. filtrationthe suspension is filtered
  6. filtrationThe residue is filtered through SiO2 (10:1 cyclohexane:EtOAc)

出典と根拠

ORDレコード
ord-391051221ca941d58cdf76a64d93e4b7
出典データセット
uspto-grants-2013_02
特許番号
US08373159B2

反応ノート

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