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CAS No. : | 6651-36-1 | MDL No. : | MFCD00001541 |
Formula : | C9H18OSi | Boiling Point : | No data available |
Linear Structure Formula : | - | InChI Key : | SBEMOANGDSSPJY-UHFFFAOYSA-N |
M.W : | 170.32 | Pubchem ID : | 81161 |
Synonyms : |
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Signal Word: | Danger | Class: | 3 |
Precautionary Statements: | P210-P273 | UN#: | 1993 |
Hazard Statements: | H225-H412 | Packing Group: | Ⅲ |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
47% | With hydrogenchloride; In dichloromethane; | EXAMPLE 5 This Example is directed to the fluorination of trimethylsilyloxycyclohexene ((CH3)3 SiOC6 H9) to form 2-fluorocyclohexanone (C6 H9 FO). A solution of 5 millimoles trimethyl-silyloxycyclohexene in 10 milliliters dichloromethane was dropped into a solution of 6 millimoles N-fluorobenzenesulfonimide prepared according to Example 1 above in 15 milliliters dichloromethane. The mixture was stirred for 24 hours at room temperature. 60 milliliters 0.1N hydrogen chloride were poured into the mixture and stirring was continued for 10 minutes. The mixture was extracted with dichloromethane and the organic layers were washed with water and brine. A 47% yield of 2-fluorocyclohexanone was obtained. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
37% | In acetonitrile; | EXAMPLE 16 This Example is directed to the fluorination of 1-cyclohexenyloxytrimethylsilane to produce 2-fluorocyclohexanone. We purchased 1-cyclohexenyloxytrimethylsilane from Aldrich Chemical Co. To a solution of 1-cyclohexenyloxytrimethylsilane (1 gram, 5.9 millimoles) in acetonitrile (6 milliliters) was added N-fluoropyridinium pyridine heptafluorodiborate (2.14 grams, 6.45 millimeters) and the reaction stirred for 1 hour at 0 C. The mixture was poured into ether (75 milliliters), filtered through anhydrous MgSO4 and evaporated. The residue was chromatographed on silica gel to afford 0.25 gram (37% yield) of 2-fluorocyclohexanone. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
66% | With proton-exchanged montmorillonite; | General procedure: To a mixture of 12 (66 mg, 0.366 mmol) and 1,3-dicarbonylcompounds (3 mL) or silyl nucleophiles (1 mL) was added Hmont(260 mg). The reaction mixture was stirred at 100 C or roomtemperature until the TLC indicated the consumption of the startingmaterial. The mixture was filtered to remove H-mont, and thefiltrate was evaporated under reduced pressure. The residue waspurified by flash chromatography (petroleum ether/ethyl acetate400:1 to 10:1) to give the product. Following the procedure, 18aedwere prepared. |