Chlorotrimethylsilane → HCID 59252305, compound

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.

1. temperatureThe reaction mixture was cooled to −15° C.
2. stirringThe reaction mixture was stirred for 1 hour at room temperature
3. customquenched
4. extractionwith saturated NH4Cl-solution and extracted with dichloromethane
5. washThe organic extracts were washed with brine
6. dry with materialdried with sodium sulfate
7. filtrationfiltered
8. customevaporated
9. customto give 65 mg (92%) light yellow oil
10. customThe crude product was used for the next step without further purification

ORD record

ord-329d11a54a714f79b108abaa921090d3

Source dataset

uspto-grants-2010_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07858630B2