Tetrabutylammonium Fluoride → HCID 136407108, 화합물

HRID 1479933노트

반응식

HRID 1479933 반응식
CCCC[N+](CCCC)(CCCC)CCCC.[F-].[Si]([O:26][C:27]1[CH:28]=[CH:29][C:30]([C:37]2[CH:42]=[CH:41][C:40]([C:43]3[N:47]([C:48]4[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=4)[C:46]4[CH:54]=[CH:55][CH:56]=[CH:57][C:45]=4[N:44]=3)=[CH:39][CH:38]=2)=[C:31]2[C:36]=1[N:35]=[CH:34][CH:33]=[CH:32]2)(C(C)(C)C)(C)C>C1COCC1>[C:48]1([N:47]2[C:46]3[CH:54]=[CH:55][CH:56]=[CH:57][C:45]=3[N:44]=[C:43]2[C:40]2[CH:39]=[CH:38][C:37]([C:30]3[CH:29]=[CH:28][C:27]([OH:26])=[C:36]4[C:31]=3[CH:32]=[CH:33][CH:34]=[N:35]4)=[CH:42][CH:41]=2)[CH:49]=[CH:50][CH:51]=[CH:52][CH:53]=1

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 67362201HCID 67362201, 화합물

생성물 1

HCID 136407108HCID 136407108, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A 1M TBAF solution in THF (22.4 ml, 22.4 mmol) is added dropwise to a solution of 8-(tert-butyldimethylsilanyloxy)-5-[4-(1-phenyl-1H-benzimidazol-2-yl)phenyl]quinoline (7.9 g, 14.90 mmol) in THF (20 ml). After stirring for 4 h, the mixture is washed with 5% aqueous NH4Cl (100 ml) solution and extracted with ethyl acetate (3×50 ml). The combined organic phases are dried over sodium sulfate, and the solvent is removed under reduced pressure. The crude product is purified by flash chromatography on silica and crystallisation from MeOH (5.9 g, 90%).

후처리

  1. washthe mixture is washed with 5% aqueous NH4Cl (100 ml) solution
  2. extractionextracted with ethyl acetate (3×50 ml)
  3. dry with materialThe combined organic phases are dried over sodium sulfate
  4. customthe solvent is removed under reduced pressure
  5. customThe crude product is purified by flash chromatography on silica and crystallisation from MeOH (5.9 g, 90%)

출처 및 근거

ORD 기록
ord-d6c024d8e15c48339353664821fc5e92
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09409883B2

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