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

HRID 443248Notes

Reaction equation

HRID 443248 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-ec91670ab7f94eee85c88d662d4d0255
Source dataset
uspto-grants-1999_04
Patent number
US05891889

Reaction notes

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