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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 368653Generated: October 29, 2026

Chlorotrimethylsilane → HCID 18630283, compound

https://huagongshe.com/reaction/368653

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
ReactantN,N,N',N'-TetramethylethylenediamineHCID 8037—
ReactantCyclohexaneHCID 8078—
ReactantHCID 912857HCID 912857—
ReactantCID 53628100HCID 178418400—
SolventTetrahydrofuranHCID 8028—
ProductHCID 18630283HCID 1863028339%

Reaction Conditions

Temperature-78 °C

Reaction Steps

This amide (2.25 g, 10 mmol) and TMEDA (1.2 eq) in THF were mixed and cooled to -78° C. and a 1.3 M s-BuLi solution in cyclohexane (2.2 eq) was added dropwise. The resulting reaction mixture was stirred at -78° C. for 30 min and TMSCl (1.2 eq) was added dropwise. The reaction was stirred at -78° C. for 30 min and allowed to warm to -30° C. The reaction was worked up in the usual manner. The crude product was purified by flash chromatography and recrystallization from hexanes to afford the title compound as a white solid (1.15 g, 39%). m.p. 159-160° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06133252
Source datasetuspto-grants-2000_10
ORD IDord-149020d051ee4913a7193cb1498423d9
Source noteuspto-grants-2000_10