Hydrochloric Acid → 1-(3-Methoxy-benzyl)-piperidine-2-carboxylic acid

HRID 380135Notes

Reaction equation

HRID 380135 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][CH:20]=1)[CH2:6][N:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH:8]1[C:13]([O:15]CC)=[O:14].Cl>[OH-].[Na+].C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][CH:20]=1)[CH2:6][N:7]1[CH2:12][CH2:11][CH2:10][CH2:9][CH:8]1[C:13]([OH:15])=[O:14]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 18367365HCID 18367365, compound

Product 1

HCID 32970831-(3-Methoxy-benzyl)-piperidine-2-carboxylic acidYield 97.9%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of ethyl 1-(3-methoxybenzyl)-2-piperidinecarboxylate (3.0 g) and iN NaOH (21.6 ml) in ethanol (31.6 ml) was stirred at 70° C. overnight. The reaction mixture was cooled to room temperature, acidified with 1N hydrochloric acid, and evaporated in vacuo. The residue was extracted with methylene chloride and the extract was evaporated in vacuo to afford 1-(3-methoxybenzyl)-2-piperidinecarboxylic acid (2.64 g) as an amorphous powder.

Workup

  1. customevaporated in vacuo
  2. extractionThe residue was extracted with methylene chloride
  3. customthe extract was evaporated in vacuo

Sources & evidence

ORD record
ord-076ddb9c31724c2ca0cbe043a25a26ca
Source dataset
uspto-grants-2001_10
Patent number
US06300344B1

Reaction notes

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