Sodium Hydroxide → HCID 14423683, compound

HRID 2106659Notes

Reaction equation

HRID 2106659 reaction equation
[O:1]=[C:2]([C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][CH2:18][CH2:19][N:20]2[CH2:25][CH2:24][N:23]([C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([CH3:32])[CH:27]=3)[CH2:22][CH2:21]2)=[CH:12][CH:11]=1)[CH2:3][CH2:4][C:5]([O:7]CC)=[O:6].[OH-].[Na+]>C(O)C.O>[O:1]=[C:2]([C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH2:17][CH2:18][CH2:19][N:20]2[CH2:25][CH2:24][N:23]([C:26]3[CH:31]=[CH:30][CH:29]=[C:28]([CH3:32])[CH:27]=3)[CH2:22][CH2:21]2)=[CH:12][CH:11]=1)[CH2:3][CH2:4][C:5]([OH:7])=[O:6]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 14423672HCID 14423672, compound

Product 1

HCID 14423683HCID 14423683, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

This ester is then dissolved in 200 ml of ethanol. To this solution, a solution of 4.7 g of sodium hydroxide in 20 ml of water is added, and this is followed by reflux with heating for 30 minutes. After the completion of the reaction, the solvent is distilled off, and the residue, after dilution with water, is adjusted to pH 5 with hydrochloric acid. The crystals precipitated are collected by filtration and further recrystallized from methanol-isopropyl ether to give 14 g of 4-oxo-4-[4-(4-(4-(3-methylphenyl)piperazin-1-yl)butyl)phenyl]butyric acid having a melting point of 199° to 201° C.

Workup

  1. temperatureby reflux
  2. temperaturewith heating for 30 minutes
  3. customAfter the completion of the reaction
  4. distillationthe solvent is distilled off
  5. customThe crystals precipitated
  6. filtrationare collected by filtration
  7. customfurther recrystallized from methanol-isopropyl ether

Sources & evidence

ORD record
ord-00ed364fd31048679c1eaea2640c9b43
Source dataset
uspto-grants-1990_06
Patent number
US04931443

Reaction notes

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