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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1181615Generated: October 26, 2026

Toluene → Di-n-hexylbis(2-methyl-indenyl)silane

https://huagongshe.com/reaction/1181615

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant1H-Indene, 2-methyl-HCID 16587—
ReactantSilane, dichlorodihexyl-HCID 87510—
ReactantButyllithiumHCID 178418339—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductDi-n-hexylbis(2-methyl-indenyl)silaneHCID 69483310—

Reaction Conditions

Temperature80 °C

Reaction Steps

9.2 g (70.7 mmoles) of 2-methylindene are introduced into 200 mL of toluene and 15 mL of THF, and 28.3 mL of n-butyllithium (2.5 M in toluene) are added without interruption at room temperature. After this addition is complete, the mixture is heated to 80° C. and stirred at this temperature for one hour. It is allowed to cool to 40° C., then 9.5 g (35.4 mmoles) of di-n-hexyldichlorosilane are slowly added dropwise. After this addition, the reaction solution is stirred for three hours at 60° C. and then overnight at room temperature. 80 mL of water are added and the phases that form are separated. The organic phase is washed with 100 mL of water, and the aqueous phase is extracted three times with a total of 100 mL of toluene. The combined organic phases are dried over magnesium sulfate. After separation of the magnesium sulfate, the solvent is removed and the residue is purified by column chromatography. The desired product is isolated in a yield of 13.3 g (82%) (purity 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07285608B2
Source datasetuspto-grants-2007_10
ORD IDord-1f55dbc94a2544e0b9ae7f5eeaef50ec
Source noteuspto-grants-2007_10