N-Benzylbis(2-cyanoethyl)amine → N~1~-(3-Aminopropyl)-N~1~-benzylpropane-1,3-diamine

HRID 658329Notes

Reaction equation

HRID 658329 reaction equation
[C:1]([CH2:3][CH2:4][N:5]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:6][CH2:7][C:8]#[N:9])#[N:2].[H][H]>CO>[NH2:9][CH2:8][CH2:7][CH2:6][N:5]([CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:4][CH2:3][CH2:1][NH2:2]

Participants

4

Reactant 2

HCID 11171892N-Benzylbis(2-cyanoethyl)amineHCID 178418361HCID 178418361, compound

Product 1

HCID 12403256N~1~-(3-Aminopropyl)-N~1~-benzylpropane-1,3-diamineYield 98.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

8.53 g of N,N-bis(2-cyanoethyl)benzylamine, 0.72 g of Raney Co and 100 mL of methanol were charged in an autoclave and a hydrogenation reaction was carried out at an initial hydrogen pressure of 9.0 MPa at 100° C. for 1 hour. After the catalyst was removed by filtration, the obtained filtrate was concentrated to dryness to give 8.69 g of the title compound as a pale yellow oil.

Workup

  1. customa hydrogenation reaction
  2. customAfter the catalyst was removed by filtration
  3. concentrationthe obtained filtrate was concentrated to dryness

Sources & evidence

ORD record
ord-69f6711ed56a4b399a0fb526737ebaf4
Source dataset
uspto-grants-2011_12
Patent number
US08076478B2

Reaction notes

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