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Tris(2-chloroethyl)amine → Ethanamine, 2-(2-methoxyethoxy)-N,N-bis[2-(2-methoxyethoxy)ethyl]-

HRID 2059139
Notes
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Reaction equation

HRID 2059139 reaction equation
Cl[CH2:2][CH2:3][N:4]([CH2:8][CH2:9]Cl)[CH2:5][CH2:6]Cl.[CH3:11][O:12][CH2:13][CH2:14][OH:15]>>[CH2:3]([N:4]([CH2:8][CH2:9][O:15][CH2:14][CH2:13][O:12][CH3:11])[CH2:5][CH2:6][O:15][CH2:14][CH2:13][O:12][CH3:11])[CH2:2][O:15][CH2:14][CH2:13][O:12][CH3:11]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 5561Tris(2-chloroethyl)amineHCID 80192-Methoxyethanol

Product 1

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

Procedure

To the aforesaid reaction mixture (i), 51.6 g tris(2-chloroethyl)amine chlorhydrate (0.215 moles) were added. The mixture was then heated with reflux of 2-methoxyethanol (125° C.) for 12 hours, followed by the distillation of the solvent under reduced pressure. The excess sodium 2-methoxyethanolate was then neutralized by addition of 11.6 cm3 aqueous HCl (10 N). The sodium chloride was filtered off and the solution distilled.

Workup

  1. additionwere added
  2. temperatureThe mixture was then heated
  3. distillationfollowed by the distillation of the solvent under reduced pressure
  4. additionThe excess sodium 2-methoxyethanolate was then neutralized by addition of 11.6 cm3 aqueous HCl (10 N)
  • filtrationThe sodium chloride was filtered off
  • distillationthe solution distilled
  • Sources & evidence

    ORD record
    ord-3afec1d7478842e7b19584f7dd5ff4f3
    Source dataset
    uspto-grants-1982_03
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04322369

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes