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Cyclopentadiene → Dimethyl(2,7-di-tert-butylfluorenyl)cyclopentadienylsilane

HRID 3619
ノート
印刷プレビュー

反応式

HRID 3619 の反応式
C([Li])CCC.[CH:6]1[CH2:10][CH:9]=[CH:8][CH:7]=1.[CH3:11][Si:12]([CH3:35])([C:14]1[C:26]2[CH2:25][C:24]3[C:19](=[CH:20][CH:21]=[C:22]([C:27]([CH3:30])([CH3:29])[CH3:28])[CH:23]=3)[C:18]=2[CH:17]=[CH:16][C:15]=1[C:31]([CH3:34])([CH3:33])[CH3:32])Cl>CCCCCC.O=O.O>[CH3:11][Si:12]([CH3:35])([C:14]1[C:26]2[CH2:25][C:24]3[C:19](=[CH:20][CH:21]=[C:22]([C:27]([CH3:28])([CH3:29])[CH3:30])[CH:23]=3)[C:18]=2[CH:17]=[CH:16][C:15]=1[C:31]([CH3:34])([CH3:33])[CH3:32])[CH:7]1[CH:6]=[CH:10][CH:9]=[CH:8]1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 3

HCID 7612CyclopentadieneHCID 22495163Dimethyl(2,7-di-tert-butylfluorenyl)chlorosilaneHCID 178418339Butyllithium

生成物 1

HCID 131720589Dimethyl(2,7-di-tert-butylfluorenyl)cyclopentadienylsilane収率 52.3%

試薬・触媒・溶媒 3

HCID 962Water溶媒3 回
HCID 977
Oxygen
溶媒
2 回
HCID 8058Hexane溶媒

実験手順

8.5 ml (21 mmol) of a 2.5M solution of butyllithium in hexane were added dropwise to 1.4 g (21 mmol) of cyclopentadiene in 45 ml of O2 -free and H2O-free THF at 0° C. under argon and the mixture was stirred for a further 2 hours at room temperature. This solution was subsequently added at room temperature to a solution of 7.9 g (21 mmol) of 2 in 100 ml of O2 -free and H2O-free THF over a period of 2 hours and the mixture was stirred for a further 1 hour at room temperature. 50 ml of H2O were added, the phases were separated and the aqueous phase was further extracted twice with 30 ml of Et2O each time. The combined organic phases were dried (MgSO4) and the solvent was removed in vacuo. After chromatography on 200 g of silica gel (hexane/methylene chloride 20:1), 4.4 g (51%) of 3 were obtained as a colorless oil.

後処理

  1. stirringthe mixture was stirred for a further 1 hour at room temperature
  2. customthe phases were separated
  3. extractionthe aqueous phase was further extracted twice with 30 ml of Et2O each time
  4. dry with materialThe combined organic phases were dried (MgSO4)
  5. customthe solvent was removed in vacuo

出典と根拠

ORDレコード
ord-2b4ebe9966634e10a9ec36b7cb413dc4
出典データセット
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05733991

反応ノート

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