Methanol → Methyl isonipecotate

HRID 481426Notes

Reaction equation

HRID 481426 reaction equation
[NH:1]1[CH2:9][CH2:8][CH:4]([C:5]([OH:7])=[O:6])[CH2:3][CH2:2]1.[CH3:10]O>>[CH3:10][O:6][C:5](=[O:7])[CH:4]1[CH2:8][CH2:9][NH:1][CH2:2][CH2:3]1

Participants

3

Reactant 2

HCID 887MethanolHCID 37734-Piperidinecarboxylic acid

Product 1

HCID 424914Methyl isonipecotate

Procedure

Isonipecotic acid 2-3a (25 g, 0.19 mol; Aldrich) was suspended in MeOH (300 mL) at room temperature and HCl gas was bubbled through until saturated and a clear solution was obtained. After a further 10 minutes, the solvent was removed in vacuo to provide 2-3b as a solid (HCl salt).

Workup

  1. customHCl gas was bubbled through until saturated and a clear solution
  2. customwas obtained
  3. customthe solvent was removed in vacuo

Sources & evidence

ORD record
ord-3e077fed7003451a87f490b07f2e6b7c
Source dataset
uspto-grants-1998_08
Patent number
US05789421

Reaction notes

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