Sodium Hydroxide → 1-[3-(4-Amino-2-methoxyphenoxy)-n-propyl]-4-phenylpiperazine

HRID 1648782Notes

Reaction equation

HRID 1648782 reaction equation
C([NH:4][C:5]1[CH:26]=[CH:25][C:8]([O:9][CH2:10][CH2:11][CH2:12][N:13]2[CH2:18][CH2:17][N:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:15][CH2:14]2)=[C:7]([O:27][CH3:28])[CH:6]=1)(=O)C.[OH-].[Na+]>Cl>[NH2:4][C:5]1[CH:26]=[CH:25][C:8]([O:9][CH2:10][CH2:11][CH2:12][N:13]2[CH2:14][CH2:15][N:16]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)[CH2:17][CH2:18]2)=[C:7]([O:27][CH3:28])[CH:6]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 12838122HCID 12838122, compound

Product 1

HCID 128381041-[3-(4-Amino-2-methoxyphenoxy)-n-propyl]-4-phenylpiperazineYield 89.5%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent2×

Procedure

A mixture of 23.6 g of 1-[3-(4-acetamido-2-methoxyphenoxy)-n-propyl]-4-phenyl-piperazine, 200 ml of 10% hydrochloric acid and 60 ml of conc. hydrochloric acid is refluxed for 2.5 hours. The mixture is adjusted to pH 11 by adding an aqueous 10% sodium hydroxide solution thereto. After cooling, the crystalline precipitates are collected by filtration, and then recrystallized from benzene. 14 g of 1-[3-(4-amino-2-methoxyphenoxy)-n-propyl]-4-phenyl-piperazine are thereby obtained.

Workup

  1. temperatureis refluxed for 2.5 hours
  2. temperatureAfter cooling
  3. customthe crystalline precipitates
  4. filtrationare collected by filtration
  5. customrecrystallized from benzene

Sources & evidence

ORD record
ord-1cc5c487b778477fba6a52dec4b003a0
Source dataset
uspto-grants-1983_11
Patent number
US04413006

Reaction notes

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