Potassium Bicarbonate → Methyl isonipecotate

HRID 1769041Notes

Reaction equation

HRID 1769041 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:11])[CH:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1.C(=O)(O)[O-].[K+]>O>[CH3:2][O:3][C:4](=[O:11])[CH:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1

Participants

4

Reactant 2

HCID 516893Potassium BicarbonateHCID 187838294-Piperidinecarboxylic acid, methyl ester, hydrochloride (1:1)

Product 1

HCID 424914Methyl isonipecotate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Dissolve isonipecotic acid methyl ester, hydrochloride (43.7 g, 243 mmol) in a minimum amount of water. Add potassium bicarbonate (24.3 g, 243 mmol) and warm the solution on a steam bath for 20 minutes. Evaporate the water in vacuo, treat the residue with methanol and filter. Evaporate the filtrate in vacuo to give isonipecotic acid methyl ester as a oily yellow solid.

Workup

  1. customEvaporate the water in vacuo
  2. additiontreat the residue with methanol
  3. filtrationfilter
  4. customEvaporate the filtrate in vacuo

Sources & evidence

ORD record
ord-7cafa99a73f04569a9053b4215d64241
Source dataset
uspto-grants-1995_01
Patent number
US05380731

Reaction notes

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