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

HRID 74711

Reaction equation

HRID 74711 reaction equation
[C:1]([CH2:3][CH2:4][N:5]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[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][CH3:15])[CH2:6][CH2:7][CH2:8][NH2:9]

Participants

4

Reactant 2

HCID 16733110n,n-Bis(2-cyanoethyl)hexylamineHCID 178418361HCID 178418361, compound2×

Product 1

HCID 16733236n,n-Bis(3-aminopropyl)hexylamineYield 100.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

31.0 g of N,N-bis(2-cyanoethyl)hexylamine, 4.65 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 9.1 MPa at 110° C. for 2 hours. After removing a catalyst by filtration, the obtained filtrate was concentrated and dried to obtain 32.4 g of a target compound as a pale red oily product.

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-7e8ee36758c7485db6b2a8f14bebde0b
Source dataset
uspto-grants-2014_09
Patent number
US08830811B2

Linked notes

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