Hydrochloric Acid → 2-(1-(4-Cyanophenyl)-4-piperidyl)ethanoic acid

HRID 726440Notes

Reaction equation

HRID 726440 reaction equation
C([O:3][C:4](=[O:20])[CH2:5][CH:6]1[CH2:11][CH2:10][N:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18]#[N:19])=[CH:14][CH:13]=2)[CH2:8][CH2:7]1)C.[OH-].[Na+].Cl>CO.C1COCC1>[C:18]([C:15]1[CH:14]=[CH:13][C:12]([N:9]2[CH2:8][CH2:7][CH:6]([CH2:5][C:4]([OH:20])=[O:3])[CH2:11][CH2:10]2)=[CH:17][CH:16]=1)#[N:19]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 54529684HCID 54529684, compound

Product 1

HCID 187940782-(1-(4-Cyanophenyl)-4-piperidyl)ethanoic acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

The compound (1.38 g) obtained in the above (2) is dissolved in a mixture of methanol (20 ml) and THF (10 ml), and thereto is added an aqueous sodium hydroxide solution (NaOH; 2.1 g, water; 10 ml), and the mixture is stirred at room temperature for 30 minutes. The pH value of the mixture is adjusted to pH 1 with conc. hydrochloric acid, and the reaction mixture is concentrated under reduced pressure. To the residue is added isopropanol, and the mixture is stirred at room temperature for one hour, and the precipitates are removed by filtration. The filtrate is concentrated under reduced pressure to give the title compound (1.20 g) as a powder.

Workup

  1. concentrationthe reaction mixture is concentrated under reduced pressure
  2. additionTo the residue is added isopropanol
  3. stirringthe mixture is stirred at room temperature for one hour
  4. customthe precipitates are removed by filtration
  5. concentrationThe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-c221670e05ee4f919982bf7f1a8f5e36
Source dataset
uspto-grants-1998_01
Patent number
US05707994

Reaction notes

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