Water → N-methyl-3-(2,2-dimethylpropylimino)-propylamine

HRID 374238Notes

Reaction equation

HRID 374238 reaction equation
[CH:1](=O)[C:2]([CH3:5])([CH3:4])[CH3:3].[CH3:7][NH:8][CH2:9][CH2:10][CH2:11][NH2:12].O>C1CCCCC1>[CH3:7][NH:8][CH2:9][CH2:10][CH:11]=[N:12][CH2:1][C:2]([CH3:5])([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 962WaterHCID 12417PivalaldehydeHCID 80511N-Methyl-1,3-propanediamine

Product 1

HCID 19809607N-methyl-3-(2,2-dimethylpropylimino)-propylamine

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Procedure

75.0 g (0.87 mol) of pivalaldehyde are added dropwise to a solution of 76.7 g (0.87 mol) of 3-methylaminopropylamine in 200 ml of dry cyclohexane. After the addition, the solution is heated under reflux in a water separator for 3 hours. The solvent is then removed in a rotary evaporator and the residue is distilled. Boiling point: 69° C./67 mbar

Workup

  1. additionAfter the addition
  2. temperaturethe solution is heated
  3. customThe solvent is then removed in a rotary evaporator
  4. distillationthe residue is distilled

Sources & evidence

ORD record
ord-d79de59941f24e72af60fe80d1f37eec
Source dataset
uspto-grants-1992_11
Patent number
US05166383

Reaction notes

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