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Dichlorodimethylsilane → HCID 18702790、化合物

HRID 2287940
ノート
印刷プレビュー

反応式

HRID 2287940 の反応式
[CH2:1]([Li])[CH2:2][CH2:3][CH3:4].[CH3:6][O:7][C:8]1[CH:9]=[C:10]2[C:14](=[CH:15][C:16]=1[O:17][CH3:18])[CH2:13][CH:12]=[CH:11]2.[CH3:19][Si:20]([CH3:23])(Cl)Cl>CCCCCC.C1COCC1>[CH3:19][Si:20]([CH3:23])([CH:13]1[C:14]2[C:10](=[CH:9][C:8]([O:7][CH3:6])=[C:16]([O:17][CH3:18])[CH:15]=2)[CH:11]=[CH:12]1)[CH:1]1[C:10]2[C:4](=[CH:15][C:16]([O:17][CH3:18])=[C:8]([O:7][CH3:6])[CH:9]=2)[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

6

反応物 3

HCID 6398DichlorodimethylsilaneHCID 600649HCID 600649、化合物HCID 178418339Butyllithium

生成物 1

HCID 18702790HCID 18702790、化合物

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒2 回HCID 8058Hexane溶媒

実験手順

23.6 ml (59 mmol) of a 2.5 M butyllithium solution in hexane were added at room temperature to a solution of 10.4 g (59 mmol) of 5,6-dimethoxyindene (prepared by the method of Eberson et al., Acta Chem. Scand. B 30 (1976) 527) in 150 ml of THF, and the mixture was stirred at room temperature for 2 hours and added dropwise to a solution of 3.6 ml (29.5 mmol) of dimethyldichlorosilane in 20 ml of THF. The mixture was stirred overnight, poured into ice water and extracted with ether. The extracts were dried using Na2SO4, and the solvent was stripped off. The residue was stirred with diethyl ether, 2.2 g (18%) of the ligand system crystallizing. 1H-NMR spectrum (CDCl3, 400 MHz): (2 diastereomers in the ratio 1:1) 6.82-6.87 (β-IndH), 6.55 (dd, α-IndH), 6.34 (dd, α-IndH), 3.91 (s, OCH3), 3.90 (s, OCH3), 3.87 (s, OCH3), 3.84 (s, OCH3), 3.53 (m, CH), 3.51 (m, CH), -0.05 (s, SiCH3), -0.24 (s, SiCH3), -0.41 (s, SiCH3). Mass spectrum: 408 M+, correct decomposition, correct isotope pattern.

後処理

  1. customprepared by the method of Eberson et al., Acta Chem
  2. extractionextracted with ether
  3. customThe extracts were dried
  4. stirringThe residue was stirred with diethyl ether, 2.2 g (18%) of the ligand system
  5. customcrystallizing

出典と根拠

ORDレコード
ord-eb4e0c0ddde24a7cbdd64efec7231b09
出典データセット
uspto-grants-2000_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06087292

反応ノート

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