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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 535313Generated: October 29, 2026

Diethyl Ether → 4-Acetylpiperidin-2-one

https://huagongshe.com/reaction/535313

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantN-methoxy-N-methyl-2-oxopiperidine-4-carboxamideHCID 86718437—
ReactantHCID 178418689HCID 178418689—
SolventTetrahydrofuranHCID 8028—
Product4-Acetylpiperidin-2-oneHCID 57168983—

Reaction Steps

A solution of N-methoxy-N-methyl-2-oxopiperidine-4-carboxamide (2.72 g, 9.79 mmol) in THF (30 ml) was immersed in an ice-bath. MeMgBr (3M) in Et2O (4.57 ml, 13.70 mmol) was added slowly and the remaining white suspension was stirred for 1 h in an ice-bath and over night at room temperature. The reaction mixture was quenched carefully with aqueous saturated NaHCO3 and extracted with DCM. The organic layers were washed with brine, combined, dried over Na2SO4, filtered and concentrated in vacuo to obtain the title compound as yellow-brown oil. The crude product was directly used in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859535B2
Source datasetuspto-grants-2014_10
ORD IDord-3896b49d54cc4dc2b9c435c680afe2c3
Source noteuspto-grants-2014_10