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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 521189Generated: October 30, 2026

Methyl iodide → HCID 86729355, compound

https://huagongshe.com/reaction/521189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantDiethyl (cyanomethyl)phosphonateHCID 75676—
Reactanttert-Butyl 4-oxopiperidine-1-carboxylateHCID 735900—
SolventDimethylformamideHCID 6228—
ProductHCID 86729355HCID 86729355—

Reaction Steps

To a solution of MeI (1.4 g, 10 mmol) in DMF was added NaH (0.40 g, 10 mmol, 60% in mineral oil), followed by diethyl (cyanomethyl)phosphonate (2.3 g, 10 mmol). The mixture was stirred at ambient temperature. After 30 minutes another batch of NaH (0.40 g, 10 mmol, 60% in mineral oil) was added, followed by tert-butyl 4-oxopiperidine-1-carboxylate (2.0 g, 10 mmol). The resulting mixture was stirred for 30 minutes before the reaction was quenched with water and the mixture was concentrated in vacuo. The crude residue was purified by MPLC on silica gel to afford the title compound. LRMS (ESI) calc'd for C13H21N2O2 [M+H]+237. Found 237.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328099B2
Source datasetuspto-grants-2016_05
ORD IDord-b7273614e8d14973b48ae59d22101cb3
Source noteuspto-grants-2016_05