Stearic Acid → Stearamidopropyl Dimethylamine

HRID 1019309Notes

Reaction equation

HRID 1019309 reaction equation
[C:1]([OH:20])(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[CH3:21][N:22]([CH3:27])[CH2:23][CH2:24][CH2:25][NH2:26]>>[C:1]([NH:26][CH2:25][CH2:24][CH2:23][N:22]([CH3:27])[CH3:21])(=[O:20])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

3

Reactant 2

HCID 5281Stearic AcidHCID 7993N,N-Dimethyl-1,3-propanediamine

Product 1

HCID 62109Stearamidopropyl Dimethylamine

Conditions

Temperature
180 °C

Procedure

A 300 g (1.05 mol) portion of octadecanoic acid was put into a flask and melted by stirring at 180° C. in an atmosphere of nitrogen. To this was added dropwise 113.1 g (1.11 mol) of N,N-dimethyl-1,3-diaminopropane spending 3 hours, thereby effecting the reaction while evaporating the generated water. After completion of the dropwise addition, this was further stirred at 180° C. for 4 hours in an atmosphere of nitrogen. Thereafter, the unreacted material amine remained in the reaction mixture was evaporated under a reduced pressure to obtain the title compound as a light brown waxy solid (melting point 64-67° C.).

Workup

  1. customthe reaction
  2. customwhile evaporating the generated water
  3. additionAfter completion of the dropwise addition
  4. stirringthis was further stirred at 180° C. for 4 hours in an atmosphere of nitrogen
  5. customwas evaporated under a reduced pressure

Sources & evidence

ORD record
ord-c9314cf543b54dd18fb2d7cb179d366f
Source dataset
uspto-grants-2002_11
Patent number
US06486333B1

Reaction notes

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