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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2265906Generated: October 31, 2026

Chlorotrimethylsilane → HCID 59252305, compound

https://huagongshe.com/reaction/2265906

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorotrimethylsilaneHCID 6397—
ReactantMethyl (oxetan-3-ylidene)acetateHCID 46839994—
ReactantHCID 178418332HCID 178418332—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59252305HCID 59252305—

Reaction Steps

Chlorotrimethylsilane (74 μl, 0.58 mmol) was solved in 1.5 ml THF. Copper(I) iodide (7 mg, 0.04 mmol) and oxetan-3-ylidene-acetic acid methyl ester (50 mg, 0.39 mmol) in 0.5 ml THF were added at room temperature and the mixture was stirred for 15 minutes at room temperature. The reaction mixture was cooled to −15° C. and 3N methylmagnesiumchloride-solution (0.52 ml, 1.56 mmol) was added drop wise. The reaction mixture was stirred for 1 hour at room temperature, quenched then with saturated NH4Cl-solution and extracted with dichloromethane. The organic extracts were washed with brine, dried with sodium sulfate, filtered and evaporated to give 65 mg (92%) light yellow oil. The crude product was used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858630B2
Source datasetuspto-grants-2010_12
ORD IDord-329d11a54a714f79b108abaa921090d3
Source noteuspto-grants-2010_12