Sodium Hydroxide → Oleylamine

HRID 381806

Reaction equation

HRID 381806 reaction equation
[C:1](#[N:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[OH-].[Na+]>O>[CH2:1]([NH2:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 6420241(Z)-9-Octadecenenitrile

Product 1

HCID 5356789OleylamineYield 94%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

300 g of oleonitrile were fed into a 1 liter autoclave and 2 g of Catalyst A, 6 g of water and 0.5 g of 48% sodium hydroxide were put thereinto. After purging with nitrogen gas, the reaction was carried out under the hydrogen pressure of 1.0 MpaG at the reaction temperature of 130° C. The reaction-finishing point was determined at the point where the hydrogen gas was no longer absorbed. The reaction system was aged further for 15 minutes. Absorption of hydrogen gas proceeded smoothly and the absorption was completed in 1.3 hour. After finish of the reaction and aging, the reaction product was taken out from the reactor and the catalyst was removed off. Then, the reaction product was distilled and purified under 0.27 kPa at 220° C. Oleylamine was obtained with yield of 94%.

Workup

  1. customAfter purging with nitrogen gas
  2. customwas carried out under the hydrogen pressure of 1.0 MpaG at the reaction temperature of 130° C
  3. customno longer absorbed
  4. customAbsorption of hydrogen gas
  5. customthe absorption
  6. waitwas completed in 1.3 hour
  7. customAfter finish of the reaction
  8. customthe catalyst was removed off
  9. distillationThen, the reaction product was distilled
  10. custompurified under 0.27 kPa at 220° C

Sources & evidence

ORD record
ord-16a236bf04b84b9e815c4382b755a4ee
Source dataset
uspto-grants-2001_10
Patent number
US06307104B1

Linked notes

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