2-Chloroethanol → 1-(2-Hydroxyethyl)-4-methylpiperazine

HRID 1637245Notes

Reaction equation

HRID 1637245 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.Cl[CH2:9][CH2:10][OH:11].CC(C)=O>C(N(CC)CC)C>[OH:11][CH2:10][CH2:9][N:5]1[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]1

Participants

5

Reactant 3

HCID 342-ChloroethanolHCID 180AcetoneHCID 531671-Methylpiperazine

Product 1

HCID 2311841-(2-Hydroxyethyl)-4-methylpiperazineYield 75%

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

N-methyl-piperazine (10 g, 100 mmoles) and 2-chloroethanol (8.5 g,100 mmoles) are stirred at 100° C. for 4 hours. 250 ml of acetone are added to the very viscous reaction mixture and the resulting suspension is neutralised with 15 ml of triethylamine. After filtration of the triethylammonium chloride, the solvent is evaporated under reduced pressure. The desired compound is obtained after purification by chromatography on an alumina column (eluent:ethyl acetate) as a colourless oil.

Workup

  1. filtrationAfter filtration of the triethylammonium chloride
  2. customthe solvent is evaporated under reduced pressure

Sources & evidence

ORD record
ord-e537cb58ace447138073678f86b273cb
Source dataset
uspto-grants-2000_03
Patent number
US06040328

Reaction notes

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