Water → N-(4-((piperazin-1-yl)methyl)phenylmethyl)acetamide

HRID 1282138Notes

Reaction equation

HRID 1282138 reaction equation
C([N:4]1[CH2:9][CH2:8][N:7]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([CH2:17][NH:18][C:19](=[O:21])[CH3:20])=[CH:13][CH:12]=2)[CH2:6][CH2:5]1)(=O)C.[OH-].[Na+].O>C(O)C>[N:7]1([CH2:10][C:11]2[CH:12]=[CH:13][C:14]([CH2:17][NH:18][C:19](=[O:21])[CH3:20])=[CH:15][CH:16]=2)[CH2:8][CH2:9][NH:4][CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 18423142N-(4-((4-acetylpiperazin-1-yl)methyl)phenylmethyl)acetamide

Product 1

HCID 18423078N-(4-((piperazin-1-yl)methyl)phenylmethyl)acetamideYield 92.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of N-(4-((4-acetylpiperazin-1-yl)methyl)-phenylmethyl)acetamide (11.5 g) and sodium hydroxide (4.0 g) in ethanol (20 ml)-water (20 ml) was refluxedunder heating for 18 hr. The reaction mixture was extracted with chloroform and the extract was dried over anhydrous sodium sulfate. The solvent was evaporated to give a pale-brown oil (9.1 g). The obtained pale-brown oil was purified by silica gel column chromatography (developing solvent; chloroform:methanol:aqueous ammonia=9:1:0.3) to give the title compound (7.4 g) as a pale-yellow oil.

Workup

  1. extractionThe reaction mixture was extracted with chloroform
  2. dry with materialthe extract was dried over anhydrous sodium sulfate
  3. customThe solvent was evaporated

Sources & evidence

ORD record
ord-2b556b4d6f8e4db58239ee674bd7cac5
Source dataset
uspto-grants-2002_09
Patent number
US06455528B1

Reaction notes

Loading…