1,3-Propanediamine → Trimethylolpropane

HRID 1478782Notes

Reaction equation

HRID 1478782 reaction equation
C(N)CCN.C(O)(=O)C=C.C(O)(=O)C=C.C(O)(=O)C=C.[CH2:21]([C:23]([CH2:28][OH:29])([CH2:26][OH:27])[CH2:24][CH3:25])[OH:22]>CO>[CH2:21]([C:23]([CH2:28][OH:29])([CH2:26][OH:27])[CH2:24][CH3:25])[OH:22]

Participants

4

Reactant 2

HCID 4281,3-PropanediamineHCID 250191762-Ethyl-2-(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid

Product 1

HCID 6510Trimethylolpropane

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
10 °C

Procedure

44.40 g of 1,3-Propanediamine (PDA) (0.60 mol) was added into a round-bottom flask with a stirring, a reflux condenser and a thermometer, and cooled to 10° C. below under nitrogen. 74.00 g methanol solution of trimethylolpropane triacrylate (TMPTA) (40%, 0.1 mol) was added to the round-bottom flask, and the mixture is allowed to react at 25° C. for 24 hours. The result solution is subjected to vacuum distillation to remove excess 1,3-Propanediamine (PDA) and methanol at 90° C. for 5 hours, to yield 51.83 g of light-amber viscous material, i.e., intermediate trimethylolpropane core, amino terminated dendrimer (TMPTA-PDA-9NH).

Workup

  1. customto react at 25° C. for 24 hours
  2. distillationThe result solution is subjected to vacuum distillation
  3. customto remove excess 1,3-Propanediamine (PDA) and methanol at 90° C. for 5 hours

Sources & evidence

ORD record
ord-0a6d772f832b4cf3980515ef23a4f0d6
Source dataset
uspto-grants-2016_08
Patent number
US09403853B2

Reaction notes

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