n,n-Bis(2-cyanoethyl)octadecylamine → n,n-Bis(3-aminopropyl)octadecylamine

HRID 74714Notes

Reaction equation

HRID 74714 reaction equation
[C:1]([CH2:3][CH2:4][N:5]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH2:6][CH2:7][C:8]#[N:9])#[N:2].[H][H]>O1CCOCC1>[NH2:2][CH2:1][CH2:3][CH2:4][N:5]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[CH2:6][CH2:7][CH2:8][NH2:9]

Participants

4

Reactant 2

HCID 10872492n,n-Bis(2-cyanoethyl)octadecylamineHCID 178418361HCID 178418361, compound2×

Product 1

HCID 11047232n,n-Bis(3-aminopropyl)octadecylamineYield 98.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

42.1 g of N,N-bis(2-cyanoethyl)octadecylamine, 3.26 g of RaneyCo, 150 ml of 1,4-dioxane was charged to an autoclave, and hydrogen addition reaction was carried out by supplying hydrogen at an initial pressure of 8.0 MPa at 110° C. for 2 hours. After removing a catalyst by filtration, the obtained filtrate was concentrated and dried to obtain 42.3 g of a target compound as a white solid.

Workup

  1. customat 110° C.
  2. customfor 2 hours
  3. customAfter removing a catalyst
  4. filtrationby filtration
  5. concentrationthe obtained filtrate was concentrated
  6. customdried

Sources & evidence

ORD record
ord-275bdbc619bd4816b35d0baa8f4fb11e
Source dataset
uspto-grants-2014_09
Patent number
US08830811B2

Reaction notes

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