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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 921940Generated: October 30, 2026

Methyl iodide → HCID 58893162, compound

https://huagongshe.com/reaction/921940

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactanttert-Butyl 1-oxo-2,8-diazaspiro(4.5)decane-8-carboxylateHCID 45073946—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58893162HCID 5889316290.4%

Reaction Steps

To a solution of tert-butyl 1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate (330 mg, 1.298 mmol) and iodomethane (0.085 mL, 1.362 mmol) in THF (10 mL) was cooled in an ice bath. Sodium hydride (78 mg, 1.946 mmol) was added and the ice bath was removed. The reaction was stirred at room temperature for 4 hrs. The reaction mixture was diluted with EtOAc and washed with sat NaHCO3; the aqueous layer was extracted with EtOAc. Then the combined organics were washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The crude product was purified by chromatography (silica gel, Hexanes/EtOAc gradient 0 to 100% EtOAc) to give tert-butyl 2-methyl-1-oxo-2,8-diazaspiro[4.5]decane-8-carboxylate (315 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273057B2
Source datasetuspto-grants-2016_03
ORD IDord-3429a4b014814bad96a51c1ce2d3a1e6
Source noteuspto-grants-2016_03