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Dichlorodimethylsilane → HCID 18702790, 화합물

HRID 2287940
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HRID 2287940 반응식
[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
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참가 물질

6

반응물 3

HCID 6398DichlorodimethylsilaneHCID 600649HCID 600649, 화합물HCID 178418339Butyllithium

생성물 1

HCID 18702790HCID 18702790, 화합물

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8058Hexane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-eb4e0c0ddde24a7cbdd64efec7231b09
출처 데이터셋
uspto-grants-2000_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06087292

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