1,3-Dibromopropane → N,N'-dimethyl-N,N'-bis(3-hydroxypropyl)-1,3-diaminopropane

HRID 2071767Notes

Reaction equation

HRID 2071767 reaction equation
[C:1](=[O:4])([O-])[O-].[K+].[K+].[CH3:7][NH:8][CH2:9][CH2:10][CH2:11][OH:12].Br[CH2:14][CH2:15][CH2:16]Br>C(O)C>[CH3:7][N:8]([CH2:9][CH2:10][CH2:1][OH:4])[CH2:14][CH2:15][CH2:16][N:8]([CH3:7])[CH2:9][CH2:10][CH2:11][OH:12]

Participants

5

Reactant 3

HCID 80011,3-DibromopropaneHCID 11430Potassium CarbonateHCID 101489863-(Methylamino)-1-propanol

Product 1

HCID 12721803N,N'-dimethyl-N,N'-bis(3-hydroxypropyl)-1,3-diaminopropane

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

15 g. of anhydrous potassium carbonate are added to a solution of 9 g. of 3-methylaminopropanol and 10 g. of 1,3-dibromopropane in 100 ml. of ethanol, and the reaction mixture is stirred and refluxed for 24 hours. The mixture is allowed to cool, filtered, the filtrate is evaporated, and the residue is distilled. 6 g. of N,N'-dimethyl-N,N'-bis(3-hydroxypropyl)-1,3-diaminopropane are obtained; b.p.: 150°-154° C/2 mmHg, nD20 = 1.4793.

Workup

  1. temperaturerefluxed for 24 hours
  2. temperatureto cool
  3. filtrationfiltered
  4. customthe filtrate is evaporated
  5. distillationthe residue is distilled

Sources & evidence

ORD record
ord-0ebb073293624c4e90590a64f5645f10
Source dataset
uspto-grants-1977_09
Patent number
US04048322

Reaction notes

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