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(2-Bromoethoxy)trimethylsilane → (2-Trimethylsiloxyethylcyclopentadienyl) indenyl dimethyl silane

HRID 857842
ノート
印刷プレビュー

反応式

HRID 857842 の反応式
[CH:1]1([Si:6]([CH:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=[CH:10]2)([CH3:8])[CH3:7])[CH:5]=[CH:4][CH:3]=[CH:2]1.Br[CH2:19][CH2:20][O:21][Si:22]([CH3:25])([CH3:24])[CH3:23].C[Si](C)(C)OCCC1C([Si](C2C=CC=C2)(C)C)C2C(C=1)=CC=CC=2>C1COCC1>[CH3:23][Si:22]([CH3:25])([CH3:24])[O:21][CH2:20][CH2:19][C:1]1([Si:6]([CH:9]2[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:11]=[CH:10]2)([CH3:8])[CH3:7])[CH:5]=[CH:4][CH:3]=[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 587231(2-Bromoethoxy)trimethylsilaneHCID 12974858CyclopentadienylindenyldimethylsilaneHCID 131726161(2-Trimethylsiloxyethylindenyl) cyclopentadienyl dimethyl silane

生成物 1

HCID 131726160(2-Trimethylsiloxyethylcyclopentadienyl) indenyl dimethyl silane収率 42%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran
溶媒
4 回

実験手順

To a suspension of 0.63 g (26.3 mmol) of HNa in THF at −78° C., a solution of 6.3 g (26.3 mmol) of cyclopentadienylindenyldimethylsilane in THF was added. Immediately a purple solution was formed. Then, the volatiles were removed and the residue was washed with hexane to give a pink solid. The solid was solved again in THF and a solution of 5.2 g (26.3 mmol) of 2-bromo-1-trimethylsiloxyethane in THF was added at room temperature. A white suspension was formed immediately. The mixture was stirred for 12 h, and then the solvents were removed and the residue was treated with hexane and the supernatant solution was filtered. The removal of the hexane led to a brown oil. This oil was distilled in order to obtain a yellow-orange oil, which was characterized as a mixture of position isomers of (2-trimethylsiloxyethylindenyl) cyclopentadienyl dimethyl silane. (Tb: 170–175° C.; 1 mm Hg), (3.9 g, 11 mmol, yield: 42%). 1H-RMN(CDCl3): 7.54–7.42 (m, 2H); 7.31–7.12 (m, 2H); 6.95 (m, 1H); 6.91 (m, 1H); 6.72 (m, 1H); 6.61 (m, 1H); 6.60–6.42 (m, 3H); 3.78 (m, 2H); 3.62 (m, 1H); 3.42 (m, 2H); 2.62 (m, 2H); 0.17 (m, 15 H).

後処理

  1. customImmediately a purple solution was formed
  2. customThen, the volatiles were removed
  3. washthe residue was washed with hexane
  4. customto give a pink solid
  5. customA white suspension was formed immediately
  6. customthe solvents were removed
  7. additionthe residue was treated with hexane
  8. filtrationthe supernatant solution was filtered
  9. customThe removal of the hexane
  10. distillationThis oil was distilled in order
  11. customto obtain a yellow-orange oil, which
  12. custom(Tb: 170–175° C.; 1 mm Hg), (3.9 g, 11 mmol, yield: 42%)

出典と根拠

ORDレコード
ord-27c9ed4ae2bd46f59e3e8955c5c22358
出典データセット
uspto-grants-2006_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07148173B2

反応ノート

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