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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 646655Generated: October 26, 2026

Chlorotrimethylsilane → HCID 86612587, compound

https://huagongshe.com/reaction/646655

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
ReactantHexaneHCID 8058—
Reactant2,6-DibromoanthraceneHCID 22058906—
ReactantButyllithiumHCID 178418339—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86612587HCID 8661258757%

Reaction Steps

Under an atmospheric argon gas flow, 2,6-dibromoanthracene in an amount of 2.8 g (8.3 millimole), dried tetrahydrofuran (THF) in an amount of 200 milliliter and dried toluene in an amount of 200 milliliter were placed into a three necked-flask equipped with a cooling pipe and having a capacity of 1 liter and then, the resultant solution was cooled down to −30° C. Subsequently, n-butyllithium in an amount of 12 milliliter (19.1 millimole, 1.58 M hexane solution) was added slowly. Then, after adding trimethylsilylchloride in an amount of 2.4 milliliter (19.1 millimole, d=0.85) at a temperature of −70° C., the resultant solution was stirred at a room temperature for 1 hour. After completing the reaction, 100 milliliter of water was added and an organic layer was separated. The solution was dried with a use of sodium sulfate and then, the solvent was separated by distillation, and the residue was washed with a use of 100 milliliter of methanol and as a result, 1.7 g of pale yellow powder was obtained (the yield: 57%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07705183B2
Source datasetuspto-grants-2010_04
ORD IDord-bd1257f30b844eb2a8c606737553d1da
Source noteuspto-grants-2010_04