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

HRID 1893101
ノート
印刷プレビュー

反応式

HRID 1893101 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

HCID 297506(4-Bromophenyl)triphenylsilane収率 66%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-be85add13dc945dd9b0d62f386bf4271
出典データセット
uspto-grants-2013_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08512877B2

反応ノート

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