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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844510Generated: October 29, 2026

Methyl iodide → HCID 66980511, compound

https://huagongshe.com/reaction/1844510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 57511328HCID 57511328—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66980511HCID 6698051177.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a THF (30 mL) suspension of NaH (60% in oil, 1.22 g) was added tert-butyl {4-[(5-nitropyridin-2-yl)oxy]phenyl}carbamate (7.77 g) at 0° C. After stirring at 0° C. for 10 min, iodomethane (4.33 g) was added and the mixture was stirred at room temperature for 3 hours. The mixture was poured into ice water and extracted with AcOEt. The organic layer was washed with water, saturated aqueous NaCl and dried over anhydrous Na2SO4. The solvent was removed under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane/AcOEt=2/1) to afford the title compound (6.30 g) as a pale yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946437B2
Source datasetuspto-grants-2015_02
ORD IDord-8a0d0d69bf0a480882f3eba6e1148001
Source noteuspto-grants-2015_02