Hydrochloric Acid → HCID 2050653, compound

HRID 492986Notes

Reaction equation

HRID 492986 reaction equation
C([O:3][C:4](=[O:20])[CH2:5][N:6]1[CH2:11][CH2:10][N:9]([C:12](=[O:19])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:8][CH2:7]1)C.[OH-].[Li+].Cl>CO.O>[C:12]([N:9]1[CH2:8][CH2:7][N:6]([CH2:5][C:4]([OH:20])=[O:3])[CH2:11][CH2:10]1)(=[O:19])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 46673126HCID 46673126, compound

Product 1

HCID 2050653HCID 2050653, compoundYield 116.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

(4-Benzoylpiperazin-1-yl)acetic acid ethyl ester (8.19 g) was dissolved in methanol (300 ml) and water (50 ml), and then lithium hydroxide (1.34 g) was added thereto while cooling in an ice water bath, followed by stirring for 10 min. The reaction mixture was warmed to room temperature and then the mixture was stirred for 24 hrs. 1 N Hydrochloric acid (55.9 ml) was added to the reaction mixture, and the reaction mixture was concentrated under reduced pressure. Ethanol (200 ml) was added to the residue. The mixture was passed through Celite to remove the precipitated insoluble material. The obtained filtrate was concentrated under reduced pressure to provide a crude product of (4-benzoylpiperazin-1-yl)acetic acid (8.6 g) as a white solid.

Workup

  1. temperaturewhile cooling in an ice water bath
  2. stirringthe mixture was stirred for 24 hrs
  3. concentrationthe reaction mixture was concentrated under reduced pressure
  4. additionEthanol (200 ml) was added to the residue
  5. customto remove the precipitated insoluble material
  6. concentrationThe obtained filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-0ae7a5140cfc4acd805a478afbc79cbe
Source dataset
uspto-grants-2009_05
Patent number
US07531532B2

Reaction notes

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