Hydrochloric Acid → 1-Methylpiperidine-2-carboxylic acid

HRID 6614Notes

Reaction equation

HRID 6614 reaction equation
C([O:3][C:4]([CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][N:7]1[CH3:12])=[O:5])C.[OH-].[Na+].Cl>CO.O>[CH3:12][N:7]1[CH2:8][CH2:9][CH2:10][CH2:11][CH:6]1[C:4]([OH:5])=[O:3]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 566742Ethyl 1-methylpiperidine-2-carboxylate

Product 1

HCID 4159391-Methylpiperidine-2-carboxylic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

N-Methyl-piperidine-2-carboxylic acid ethyl ester (5.1 g) was dissolved in a mixture of 100 ml methanol and 10 ml water. NaOH (8 g) was added and the reaction mixture was stirred at room temperature overnight. The solution was then neutralized with hydrochloric acid, evaporated to dryness, and evaporated four times with toluene. The resulting powdery residue was used directly in the next step.

Workup

  1. customevaporated to dryness
  2. customevaporated four times with toluene

Sources & evidence

ORD record
ord-c0445d05ab4f429cb3885bb541566ec9
Source dataset
uspto-grants-2006_08
Patent number
US07084110B2

Reaction notes

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