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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714220Generated: November 3, 2026

Nitrogen → Tert-butyl 3-fluoro-4-oxopiperidine-1-carboxylate

https://huagongshe.com/reaction/714220

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantEthyl AcetateHCID 8857—
ReactantSelectfluorHCID 2724933—
Reactanttert-Butyl 4-((trimethylsilyl)oxy)-5,6-dihydropyridine-1(2H)-carboxylateHCID 10778540—
SolventAcetonitrileHCID 6342—
ProductTert-butyl 3-fluoro-4-oxopiperidine-1-carboxylateHCID 10560711—

Reaction Steps

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), to a solution of tert-butyl 4-((trimethylsilyl)oxy)-5,6-dihydropyridine-1(2H)-carboxylate (5.30 g, 19.53 mmol) in dry acetonitrile (25 mL) was added Selectfluor® (8.01 g, 21.48 mmol) at rt. The reaction mixture was stirred at rt for 2 h then poured into EA and successively washed with aq. 1% NaHCO3 and brine. The org. layer was dried over MgSO4, filtered, and concentrated under reduced pressure. The residue was purified by FC (hexanes-EA, 4:1) to afford the title compound as a pale yellow solid. LC-MS-conditions 08: tR=0.55 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187435B2
Source datasetuspto-grants-2015_11
ORD IDord-ce8b20ad3b254176810e7f065ff098d4
Source noteuspto-grants-2015_11