Acetonitrile → 1-(Pyridin-3-ylmethyl)piperidine-2,4-dione

HRID 977965Notes

Reaction equation

HRID 977965 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][N:8]2[CH2:13][CH2:12][C:11](=[O:14])[CH:10](C(OC)=O)[C:9]2=[O:19])[CH:2]=1.C(#N)C>O>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][N:8]2[CH2:13][CH2:12][C:11](=[O:14])[CH2:10][C:9]2=[O:19])[CH:2]=1

Participants

4

Reactant 2

HCID 6342AcetonitrileHCID 20204023Methyl 1-(3-pyridylmethyl)-2,4-dioxopiperidine-3-carboxylate

Product 1

HCID 136065781-(Pyridin-3-ylmethyl)piperidine-2,4-dioneYield 100.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of methyl 1-(3-pyridylmethyl)-2,4-dioxopiperidine-3-carboxylate (8.50 g), acetonitrile (100 ml) and water (1.4 ml) is refluxed for one hour. The mixture is distilled to remove the solvent to give 1-(3-pyridylmethyl)-2,4-dioxopiperidine (6.66 g, quantitative) as crystals, m.p. 55°-60° C.

Workup

  1. temperatureis refluxed for one hour
  2. distillationThe mixture is distilled
  3. customto remove the solvent

Sources & evidence

ORD record
ord-6c4481ce44f440ed844505fef675ea75
Source dataset
uspto-grants-1987_05
Patent number
US04663319

Reaction notes

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