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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17577Generated: October 28, 2026

Methyl iodide → HCID 57905276, compound

https://huagongshe.com/reaction/17577

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantEthyl AcetateHCID 8857—
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl (2-fluoroethyl)carbamateHCID 15356831—
SolventDimethylformamideHCID 6228—
ProductHCID 57905276HCID 5790527645%

Reaction Conditions

Temperature0 °C

Reaction Steps

Under nitrogen atmosphere, tert-butyl (2-fluoroethyl)carbamate (I-286) (2 g, 20.1 mmol) was dissolved in N,N-dimethylformamide (50 ml), then sodium hydride (55%, w/w) (803 mg, 18.4 mmol) was added to the solution at 0° C., followed by stirring at 0° C. for 30 minutes. After 30 minutes, iodomethane (1.2 ml, 19.7 mmol) was added, followed by stirring at room temperature for 19 hours. Ethyl acetate was added to the reaction liquid, followed by washing with saturated brine. The organic layer was dried over anhydrous magnesium sulfate, then the solvent was evaporated away under reduced pressure. The resulting residue was purified by silica gel column chromatography (eluent, n-hexane:ethyl acetate=3:1, v/V) to obtain the entitled compound (970 mg, 45%) as a white crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737166B2
Source datasetuspto-grants-2010_06
ORD IDord-ee397f5176594794989591e9085655e9
Source noteuspto-grants-2010_06