Oxalic Acid → Methyl 2-methyl-4-oxo-1-piperidinecarboxylate

HRID 1729804Notes

Reaction equation

HRID 1729804 reaction equation
[CH3:1][O:2][C:3]([N:5]1[CH2:10][CH2:9][C:8](=[O:11])[CH:7](C(OCC)=O)[CH:6]1[CH3:17])=[O:4].C(O)(=O)C(O)=O>O>[CH3:17][CH:6]1[CH2:7][C:8](=[O:11])[CH2:9][CH2:10][N:5]1[C:3]([O:2][CH3:1])=[O:4]

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 53702337HCID 53702337, compound

Product 1

HCID 21500264Methyl 2-methyl-4-oxo-1-piperidinecarboxylate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

76 parts of ethyl 1-(methoxycarbonyl)-2-methyl-4-oxo-3-piperidinecarboxylate are hydrolyzed with 600 parts of ethanedioic acid solution 14% in water and the whole is stirred and refluxed for 40 hours. The product is extracted with trichloromethane. The extract is dried, filtered and evaporated. The residue is distilled, yielding methyl 2-methyl-4-oxo-1-piperidinecarboxylate; bp. 96°-99° C. at 0.2-9.3 mm. pressure.

Workup

  1. temperaturerefluxed for 40 hours
  2. extractionThe product is extracted with trichloromethane
  3. customThe extract is dried
  4. filtrationfiltered
  5. customevaporated
  6. distillationThe residue is distilled

Sources & evidence

ORD record
ord-52e45dc9668f4bc68f1e0ff31f602e73
Source dataset
uspto-grants-1976_11
Patent number
US03989707

Reaction notes

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