2-Methoxyethanol → Ethanamine, 2-(2-methoxyethoxy)-N,N-bis[2-(2-methoxyethoxy)ethyl]-

HRID 66708

Reaction equation

HRID 66708 reaction equation
Cl.Cl[CH2:3][CH2:4][N:5]([CH2:9][CH2:10]Cl)[CH2:6][CH2:7]Cl.[CH3:12][O:13][CH2:14][CH2:15][OH:16]>>[CH2:4]([N:5]([CH2:9][CH2:10][O:16][CH2:15][CH2:14][O:13][CH3:12])[CH2:6][CH2:7][O:16][CH2:15][CH2:14][O:13][CH3:12])[CH2:3][O:16][CH2:15][CH2:14][O:13][CH3:12]

Participants

3

Reactant 2

HCID 80192-MethoxyethanolHCID 61220Tris(2-chloroethyl)amine hydrochloride

Product 1

HCID 112414Ethanamine, 2-(2-methoxyethoxy)-N,N-bis[2-(2-methoxyethoxy)ethyl]-

Procedure

To the mixture thus obtained, 51.6 g of tris(2-chloroethyl)amine hydrochloride (0.215 mole) are added. The mixture is then heated at the reflux temperature of the 2-methoxyethanol (125° C.) for 12 hours and then the solvent is removed by distillation under reduced pressure. The excess sodium 2-methoxyethanolate is neutralized by the addition of 11.6 cm3 aqueous HCl (10 N). The sodium chloride is filtered off and the solution is distilled.

Workup

  1. customTo the mixture thus obtained
  2. customthe solvent is removed by distillation under reduced pressure
  3. additionThe excess sodium 2-methoxyethanolate is neutralized by the addition of 11.6 cm3 aqueous HCl (10 N)
  4. filtrationThe sodium chloride is filtered off
  5. distillationthe solution is distilled

Sources & evidence

ORD record
ord-37b0d164ffb34296893c305c60f37d3c
Source dataset
uspto-grants-1982_08
Patent number
US04343745

Linked notes

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