3-Piperidinecarboxylic acid, 6,6-dimethyl-2,4-dioxo-, ethyl ester → 6,6-Dimethylpiperidine-2,4-dione

HRID 1180087Notes

Reaction equation

HRID 1180087 reaction equation
[CH3:1][C:2]1([CH3:15])[NH:7][C:6](=[O:8])[CH:5](C(OCC)=O)[C:4](=[O:14])[CH2:3]1>C(#N)C.O>[CH3:1][C:2]1([CH3:15])[NH:7][C:6](=[O:8])[CH2:5][C:4](=[O:14])[CH2:3]1

Participants

4

Reactant 1

HCID 251938203-Piperidinecarboxylic acid, 6,6-dimethyl-2,4-dioxo-, ethyl ester

Product 1

HCID 126955936,6-Dimethylpiperidine-2,4-dioneYield 85%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

Ethyl 6,6-dimethyl-2,4-dioxopiperidine-3-carboxylate (0.69 g, 3.23 mmol) was dissolved in acetonitrile containing 1% of water (15 mL) and the resulting solution was refluxed for 2 hours. After evaporating to dryness, the crude material was suspended in isopropyl ether, kept under vigorous stirring and filtered to give the title compound (387 mg, Y=85%) as a light brown solid.

Workup

  1. temperaturethe resulting solution was refluxed for 2 hours
  2. customAfter evaporating to dryness
  3. filtrationfiltered

Sources & evidence

ORD record
ord-aca38588641447a88e737d14e68cb963
Source dataset
uspto-grants-2007_10
Patent number
US07279575B2

Reaction notes

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