Hydrochloric Acid → 1-methylpiperidine-3-carboxylic Acid

HRID 352219Notes

Reaction equation

HRID 352219 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.[OH-].[Li+].Cl>O1CCOCC1.O>[CH3:1][N:2]1[CH2:12][CH2:11][CH2:10][CH:4]([C:5]([OH:7])=[O:6])[CH2:3]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 97981Ethyl 1-methylpiperidine-3-carboxylate

Product 1

HCID 27369371-methylpiperidine-3-carboxylic Acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of ethyl 1-methylnipecotate, 0.3 mL (1.65 mmol) in 10 mL of dioxane was added a solution of 118 mg (4.95 mmol) of lithium hydroxide in 10 mL of water. The solution was stirred for 1.5 hours at rt. then was acidified to pH=1 with 5N HCl. The mixture was concentrated to dryness and carried on without further purification. IS (MS) 144.1 (M+1).

Workup

  1. concentrationThe mixture was concentrated to dryness
  2. customcarried on without further purification

Sources & evidence

ORD record
ord-acb1347dd12c44d5a6e8a22745e1b54a
Source dataset
uspto-grants-2004_06
Patent number
US06743794B2

Reaction notes

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