Sodium Hydroxide → HCID 18357091, compound

HRID 427463Notes

Reaction equation

HRID 427463 reaction equation
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([CH2:11][N:12]2[CH2:17][CH2:16][N:15]([C:18]3[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=3)[CH2:14][CH2:13]2)=[CH:7][CH:6]=1)=[O:4].[OH-].[Na+]>CO>[C:3]([C:5]1[CH:6]=[CH:7][C:8]([CH2:11][N:12]2[CH2:13][CH2:14][N:15]([C:18]3[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=3)[CH2:16][CH2:17]2)=[CH:9][CH:10]=1)([OH:4])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 18357078HCID 18357078, compound

Product 1

HCID 18357091HCID 18357091, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-(4-Methoxycarbonylphenylmethyl)-4-(4-pyridyl)piperazine (4.5 g) was dissolved in methanol (50 ml) and treated at ambient temperature with 2M aqueous sodium hydroxide (36 ml). The resulting solution was stirred at room temperature for 3 hours and concentrated by evaporation to an aqueous solution of the sodium salt of the acid. This solution was just acidified with glacial acetic acid (4.3 ml) to give a white precipitate which was collected by filtration, washed with water and dried to give 1-(4-carboxyphenylmethyl)-4-(4-pyridyl)piperazine in 90% yield.

Workup

  1. concentrationconcentrated by evaporation to an aqueous solution of the sodium salt of the acid
  2. customto give a white precipitate which
  3. filtrationwas collected by filtration
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-ce33f44ff33a479fa0e694c309a9b1d7
Source dataset
uspto-grants-2001_11
Patent number
US06313127B1

Reaction notes

Loading…