环戊二烯 → Dimethyl(2,7-di-tert-butylfluorenyl)cyclopentadienylsilane

HRID 3619

反应方程式

HRID 3619 反应方程式
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

参与物

7

反应物 3

HCID 7612环戊二烯HCID 22495163Dimethyl(2,7-di-tert-butylfluorenyl)chlorosilaneHCID 178418339正丁基锂

产物 1

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

试剂、催化剂与溶剂 3

HCID 962聚[6-[4-(4-氰基苯基)苯氧基]己基甲基丙烯酸酯]溶剂3 次HCID 977氧溶剂2 次HCID 8058正己烷溶剂

实验过程

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.

后处理

  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

来源与证据

ORD记录
ord-2b4ebe9966634e10a9ec36b7cb413dc4
来源数据集
uspto-grants-1998_03
专利号
US05733991

关联笔记

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