Sodium Hydroxide → 4-{4-[4-(1-Imidazolyl)-butyl]phenyl}-4-oxo-butyric acid

HRID 2164734Notes

Reaction equation

HRID 2164734 reaction equation
C[O:2][C:3](=[O:23])[CH2:4][CH2:5][C:6]([C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][N:18]2[CH:22]=[CH:21][N:20]=[CH:19]2)=[CH:10][CH:9]=1)=[O:7].[OH-].[Na+]>CO.O>[N:18]1([CH2:17][CH2:16][CH2:15][CH2:14][C:11]2[CH:12]=[CH:13][C:8]([C:6](=[O:7])[CH2:5][CH2:4][C:3]([OH:23])=[O:2])=[CH:9][CH:10]=2)[CH:22]=[CH:21][N:20]=[CH:19]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 13116731HCID 13116731, compound

Product 1

HCID 131326124-{4-[4-(1-Imidazolyl)-butyl]phenyl}-4-oxo-butyric acid

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 962WaterSolvent

Procedure

15 g of 4-{4-[4-(1-imidazolyl)-butyl]-phenyl}-4-oxo-butyric acid methyl ester are dissolved in 180 ml of methanol, and 2.3 g of sodium hydroxide, dissolved in a little methanol, are added. The mixture is stirred at room temperature for 24 hours, the solvent is stripped off and the residue is taken up in water. The solution is extracted several times with chloroform and the chloroform phase is discarded. The aqueous solution is adjusted to about pH 6 with dilute hydrochloric acid and the solid which has precipitated is filtered off with suction, washed with a little water and dried.

Workup

  1. additionare added
  2. extractionThe solution is extracted several times with chloroform
  3. customthe solid which has precipitated
  4. filtrationis filtered off with suction
  5. washwashed with a little water
  6. customdried

Sources & evidence

ORD record
ord-d02815448d1c4494b243d729278ed64c
Source dataset
uspto-grants-1985_03
Patent number
US04507298

Reaction notes

Loading…