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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 902848Generated: October 29, 2026

Methyl iodide → HCID 68451539, compound

https://huagongshe.com/reaction/902848

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantTetrahydrofuranHCID 8028—
ReactantPotassium bis(trimethylsilyl)amideHCID 3251421—
ProductHCID 68451539HCID 68451539—

Reaction Conditions

Temperature0 °C

Reaction Steps

The product (4.63 g) obtained by the reaction in 2) was dissolved in tetrahydrofuran (50 ml), potassium bis(trimethylsilyl)amide (0.5N toluene solution, 80 ml) was added to the solution at −78° C. After stirring at same temperature for 10 minutes, methyl iodide (2.93 ml) was added. After heating the mixture to 0° C., it was stirred for 1 hour, quenched with a saturated aqueous solution of ammonium chloride and then diluted with diethyl ether. An organic layer was separated, washed with saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was purified by column chromatography on silica gel (ethyl acetate:hexane=1:4) to obtain the title compound (3.7 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07365205B2
Source datasetuspto-grants-2008_04
ORD IDord-c99280222df1474092fee38c491a8924
Source noteuspto-grants-2008_04