Dichlorodimethylsilane → HCID 18702790, compound

Participants

Reaction Steps

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.

Provenance & Evidence