Ethyl 1-phenylpiperidine-4-carboxylate → 1-Phenylpiperidine-4-carboxylic acid

HRID 1068427Notes

Reaction equation

HRID 1068427 reaction equation
[C:1]([CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:8][CH2:7]1)([O:3]CC)=[O:2].[OH-].[Na+]>CO>[C:1]([CH:6]1[CH2:7][CH2:8][N:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:10][CH2:11]1)([OH:3])=[O:2]

Participants

4

Reactant 2

HCID 6470Ethyl 1-phenylpiperidine-4-carboxylateHCID 14798Sodium Hydroxide

Product 1

HCID 30239901-Phenylpiperidine-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The product from Step C was dissolved in methanol and 5% aqueous sodium hydroxide added. After 1 h, methanol was removed in vacuo, and the residue partitioned between ethyl acetate and 10% aqueous HCl. The organic layer was washed with saturated brine, and dried over MgSO4. Filtration and concentration provided the title compound.

Workup

  1. custommethanol was removed in vacuo
  2. customthe residue partitioned between ethyl acetate and 10% aqueous HCl
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over MgSO4
  5. filtrationFiltration and concentration

Sources & evidence

ORD record
ord-a170670efb9444dda237642fa0449b8a
Source dataset
uspto-grants-2001_06
Patent number
US06248756B1

Reaction notes

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