Water → HCID 22034980, compound

HRID 1386526Notes

Reaction equation

HRID 1386526 reaction equation
[CH3:1][C:2]1=[C:3]([CH3:9])[C:4]([O:6][C:7]1=[O:8])=O.[CH3:10][O:11][CH:12]([O:15][CH3:16])[CH2:13][NH2:14].O>C1(C)C=CC=CC=1>[CH3:10][O:11][CH:12]([O:15][CH3:16])[CH2:13][N:14]1[C:4](=[O:6])[C:3]([CH3:9])=[C:2]([CH3:1])[C:7]1=[O:8]

Participants

5

Reactant 3

HCID 962WaterHCID 13010Dimethylmaleic anhydrideHCID 89728Aminoacetaldehyde dimethyl acetal

Product 1

HCID 22034980HCID 22034980, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

84 g (0.66 mol) of dimethylmaleic anhydride are dissolved in 150 ml of toluene, and 70 g (0.66 mol) of aminoacetaldehyde dimethyl acetal are added. The solution is heated to the boil, and the water formed is separated off by means of a water separator. When the reaction is complete, the solvent is removed by distillation, and the residue is distilled, giving 127 g (90% of theory) of the product of boiling point 160° C. at 0.03 mbar which is a single product according to TLC and GC. NMR data: 2.97 (s) 6- methyl protons, 3.34 ppm (s) 6 methoxy protons, 3.61 ppm (d) 2 methyl protons, 4.66 ppm (t) 1 acetal proton.

Workup

  1. temperatureThe solution is heated to the boil
  2. customis separated off by means of a water separator
  3. customthe solvent is removed by distillation
  4. distillationthe residue is distilled
  5. customgiving 127 g (90% of theory) of the product of boiling point 160° C. at 0.03 mbar which

Sources & evidence

ORD record
ord-98c23aab411747fa8b12f775f27b7eb8
Source dataset
uspto-grants-2001_07
Patent number
US06265509B1

Reaction notes

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