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1,1',1''-(Chlorosilylidyne)tris(benzene) → (4-Bromophenyl)triphenylsilane

HRID 1893101
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HRID 1893101 반응식
Br[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[Br:8].[Li]CCCC.Cl[Si:15]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CCOCC>[Br:8][C:3]1[CH:4]=[CH:5][C:6]([Si:15]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)=[CH:7][CH:2]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 64581,1',1''-(Chlorosilylidyne)tris(benzene)HCID 114141,2-DibromobenzeneHCID 178418339Butyllithium

생성물 1

HCID 297506(4-Bromophenyl)triphenylsilane수율 66%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

As depicted in Reaction 2, a solution of 4 g (17 mmol) of dibromobenzene in ether was cooled. To the solution were sequentially added n-BuLi and chlorotriphenylsilane. The mixture was allowed to react at room temperature. After completion of the reaction, the reaction mixture was extracted with ether. After the solvent was removed under reduced pressure, the residue was purified by column chromatography to give the title compound. The product was collected by filtration under reduced pressure and dried. Yield: 66%. 1H-NMR (CDCl3, ppm): 7.54-7.5 (m, Ar—H), 7.45 (Ar—H), 7.40-7.35 (m, Ar—H). IR (KBr, cm−1): 1568, 1477-1376, 1110, 810, 727, 698. MS (EI) (Calcd. for C24H19BrSi: 414. Found: 414).

후처리

  1. customAs depicted in Reaction 2
  2. customto react at room temperature
  3. customAfter completion of the reaction
  4. extractionthe reaction mixture was extracted with ether
  5. customAfter the solvent was removed under reduced pressure
  6. customthe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-be85add13dc945dd9b0d62f386bf4271
출처 데이터셋
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08512877B2

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