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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1852456Generated: November 2, 2026

Methyl iodide → HCID 86729355, compound

https://huagongshe.com/reaction/1852456

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 (1.42 g, 10 mmol) in DMF was added NaH (0.40 g, 10 mmol, 60% in mineral oil), followed by diethyl(cyanomethyl)phosphonate (2.35 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 numberUS08962608B2
Source datasetuspto-grants-2015_02
ORD IDord-44c608a228bc475792c20962d5c0db95
Source noteuspto-grants-2015_02