1-(2-Hydroxyethyl)piperazine → HCID 12362121, compound

HRID 1190224Notes

Reaction equation

HRID 1190224 reaction equation
[N:1]1([CH2:7][CH2:8][OH:9])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[Br:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=1>CCO>[BrH:10].[N+:18]([C:15]1[CH:16]=[CH:17][C:12]([CH2:11][N:4]2[CH2:5][CH2:6][N:1]([CH2:7][CH2:8][OH:9])[CH2:2][CH2:3]2)=[CH:13][CH:14]=1)([O-:20])=[O:19]

Participants

4

Reactant 2

HCID 76771-(2-Hydroxyethyl)piperazineHCID 660114-Nitrobenzyl bromide

Product 1

HCID 12362121HCID 12362121, compoundYield 73.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2-piperazin-1-yl-ethanol (5.10 g, 38.4 mmol) in EtOH (30 mL) was cooled to 0° C. and treated portionwise with 1-bromomethyl-4-nitro-benzene (8.30 g, 38.4 mmol). The mixture was allowed to warm to RT and stir at that temperature for 3 h. The mixture was filtered, and the solid was washed with EtOH and air-dried to afford the title compound (9.72 g, 73%) as a white solid. Mass spectrum (ESI, m/z): Calcd. for C13H19N3O3, 266.1 (M+H). found 266.2.

Workup

  1. filtrationThe mixture was filtered
  2. washthe solid was washed with EtOH
  3. customair-dried

Sources & evidence

ORD record
ord-18a9a672eb624e50abf7d2e938341934
Source dataset
uspto-grants-2014_03
Patent number
US08674100B2

Reaction notes

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