Ethyl 1-methylpiperidine-3-carboxylate → 1-methylpiperidine-3-carboxylic Acid

HRID 1954079Notes

Reaction equation

HRID 1954079 reaction equation
[CH3:1][N:2]1[CH2:12][CH2:11][CH2:10][CH:4]([C:5]([O:7]CC)=[O:6])[CH2:3]1>Cl>[CH3:1][N:2]1[CH2:12][CH2:11][CH2:10][CH:4]([C:5]([OH:7])=[O:6])[CH2:3]1

Participants

3

Reactant 1

HCID 97981Ethyl 1-methylpiperidine-3-carboxylate

Product 1

HCID 27369371-methylpiperidine-3-carboxylic AcidYield 93.5%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

(±)-Ethyl N-methylnipecotate (5.0 g) was dissolved in 5M hydrochloric acid (100 ml) and stirred at room temperature for 16 h. The solution was then evaporated at reduced pressure and the residue re-evaporated from toluene (×2). Trituration gave the hydrochloride salt of (±)-N-methylnipecotic acid as a white solid (3.91 g).

Workup

  1. customThe solution was then evaporated at reduced pressure
  2. customthe residue re-evaporated from toluene (×2)

Sources & evidence

ORD record
ord-d64be343777f4de0970414a6f38901bc
Source dataset
uspto-grants-2000_09
Patent number
US06121281

Reaction notes

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