Hydrochloric Acid → 2-(2-butoxyethoxy)-N,N-bis[2-(2-butoxyethoxy)ethyl]ethanamine

HRID 66710

Reaction equation

HRID 66710 reaction equation
[CH2:1]([O-:8])[CH2:2][O:3][CH2:4][CH2:5][CH2:6][CH3:7].[Na+].Cl.Cl[CH2:12][CH2:13][N:14]([CH2:18][CH2:19]Cl)[CH2:15][CH2:16]Cl.Cl>>[CH2:13]([N:14]([CH2:18][CH2:19][O:8][CH2:1][CH2:2][O:3][CH2:4][CH2:5][CH2:6][CH3:7])[CH2:15][CH2:16][O:8][CH2:1][CH2:2][O:3][CH2:4][CH2:5][CH2:6][CH3:7])[CH2:12][O:8][CH2:1][CH2:2][O:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 61220Tris(2-chloroethyl)amine hydrochlorideHCID 23671990Sodium 2-butoxyethanolate

Product 1

HCID 41020232-(2-butoxyethoxy)-N,N-bis[2-(2-butoxyethoxy)ethyl]ethanamine

Conditions

Temperature
130 °C

Procedure

When all of the water of the reaction has been eliminated, 55 g of tris(2-chloroethyl)amine hydrochloride are introduced. The mixture is heated at 130° C. for 5 hours, then cooled. Excess sodium alcoholate is then neutralized with a 10% aqueous solution of hydrochloric acid. The 3-oxaheptan-1-ol is removed by distillation and the sodium chloride is removed by filtration. The desired product, tris(3,6-dioxadecyl)amine, is distilled (192° C. under 0.1 mmHg).

Workup

  1. temperaturecooled
  2. customThe 3-oxaheptan-1-ol is removed by distillation
  3. customthe sodium chloride is removed by filtration
  4. distillationThe desired product, tris(3,6-dioxadecyl)amine, is distilled (192° C. under 0.1 mmHg)

Sources & evidence

ORD record
ord-5377dfd8cac4454ea970e3feec082f2e
Source dataset
uspto-grants-1982_08
Patent number
US04343745

Linked notes

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