Hydroxyamine hydrochloride → HCID 86743986, compound

HRID 2106660Notes

Reaction equation

HRID 2106660 reaction equation
O=[C:2]([C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][N:18]2[CH2:23][CH2:22][N:21]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([CH3:30])[CH:25]=3)[CH2:20][CH2:19]2)=[CH:10][CH:9]=1)[CH2:3][CH2:4][C:5]([OH:7])=[O:6].Cl.[NH2:32][OH:33].C(=O)([O-])O.[Na+]>C(O)C>[OH:33][N:32]=[C:2]([C:8]1[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][N:18]2[CH2:19][CH2:20][N:21]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([CH3:30])[CH:25]=3)[CH2:22][CH2:23]2)=[CH:10][CH:9]=1)[CH2:3][CH2:4][C:5]([OH:7])=[O:6]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 14423683HCID 14423683, compound

Product 1

HCID 86743986HCID 86743986, compoundYield 66.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To 14 g of 4-oxo-4-[4-(4-(4-(3-methylphenyl)piperazin-1-yl)butyl)phenyl]butyric acid, 200 ml of ethanol is added. To this mixture, 3.1 g of hydroxylamine hydrochloride and 4.0 g of sodium hydrogencarbonate are further added, and this is followed by reflux with heating for 6 hours under stirring the mixture. After the completion of the reaction, the solvent is distilled off under reduced pressure. To this residue, water is added, and the crystals precipitated are collected by filtration to give 9.7 g of 4-hydroxyimino-4-[4-(4-(4-(3-methylphenyl)piperazin-1-yl)butyl)phenyl ]butyric acid having a melting point of 175° to 177° C.

Workup

  1. temperatureby reflux
  2. temperaturewith heating for 6 hours
  3. customAfter the completion of the reaction
  4. distillationthe solvent is distilled off under reduced pressure
  5. additionTo this residue, water is added
  6. customthe crystals precipitated
  7. filtrationare collected by filtration

Sources & evidence

ORD record
ord-5ad70464f5f940139833d0d9b5699754
Source dataset
uspto-grants-1990_06
Patent number
US04931443

Reaction notes

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