Ammonia → Trimethyl 3,3',3''-nitrilotripropanoate

HRID 895310Notes

Reaction equation

HRID 895310 reaction equation
[NH3:1].[C:2]([O:6][CH3:7])(=[O:5])[CH:3]=[CH2:4]>>[CH3:7][O:6][C:2]([CH2:3][CH2:4][N:1]([CH2:4][CH2:3][C:2]([O:6][CH3:7])=[O:5])[CH2:4][CH2:3][C:2]([O:6][CH3:7])=[O:5])=[O:5]

Participants

3

Reactant 2

HCID 222AmmoniaHCID 7294Methyl Acrylate

Product 1

HCID 228223Trimethyl 3,3',3''-nitrilotripropanoateYield 76%

Conditions

Temperature
0 °C

Procedure

While vigorously stirring at 0° C., 5.00 g of 28% aqueous ammonia was added to 21.2 g of methyl acrylate. The resulting mixture was heated gradually to 25° C. over 20 hours. After concentration under reduced pressure, the residue was purified by distillation under reduced pressure, whereby tris(2-methoxycarbonylethyl)amine was obtained (boiling point: 143° C./70 Pa, yield: 76%),

Workup

  1. temperatureThe resulting mixture was heated gradually to 25° C. over 20 hours
  2. concentrationAfter concentration under reduced pressure
  3. distillationthe residue was purified by distillation under reduced pressure

Sources & evidence

ORD record
ord-9a5acacb30b84e8ea071adf468a0ee92
Source dataset
uspto-grants-2005_07
Patent number
US06916593B2

Reaction notes

Loading…