Tetrabutylammonium Fluoride → HCID 59469955, 화합물

HRID 2364928노트

반응식

HRID 2364928 반응식
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

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 58131120HCID 58131120, 화합물

생성물 1

HCID 59469955HCID 59469955, 화합물수율 120.8%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-fc332bf6ce97423f92c044b13a18d766
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08697255B2

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