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Imidazole → (S)-4-Bromo-1-(tert-butyl-dimethyl-silanyloxy)-indan-5-carbonitrile

HRID 625703
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반응식

HRID 625703 반응식
[Br:1][C:2]1[C:10]([C:11]#[N:12])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][C@@H:6]2[OH:13].N1C=CN=C1.[C:19]([Si:23]([CH3:26])([CH3:25])Cl)([CH3:22])([CH3:21])[CH3:20]>CN(C)C=O.O>[Br:1][C:2]1[C:10]([C:11]#[N:12])=[CH:9][CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][C@@H:6]2[O:13][Si:23]([C:19]([CH3:22])([CH3:21])[CH3:20])([CH3:26])[CH3:25]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 86700772(S)-4-bromo-1-hydroxy-indan-5-carbonitrile

생성물 1

HCID 123266554(S)-4-Bromo-1-(tert-butyl-dimethyl-silanyloxy)-indan-5-carbonitrile

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide
용매

실험 절차

(S)-4-Bromo-1-hydroxy-indan-5-carbonitrile (0.90 g, 3.78 mmol), imidazole (0.64 g, 9.45 mmol) and tert-butyldimethylchlorosilane (0.80 g, 5.29 mmol) are suspended in dry N,N-dimethylformamide and stirred at room temperature for 3 hours. The mixture is diluted with water and extracted with ethyl acetate. The organic extracts are dried and the solvent removed to give the crude product which is used directly in the next step (Yield 1.20 g).

후처리

  1. extractionextracted with ethyl acetate
  2. customThe organic extracts are dried
  3. customthe solvent removed

출처 및 근거

ORD 기록
ord-387363667b5943e4a343ac8bb203ef8a
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09308194B2

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