HCID 18978058, compound → HCID 18978079, compound

HRID 2392989Notes

Reaction equation

HRID 2392989 reaction equation
[C:1]([O:5][C:6]([N:8]([CH3:17])[CH2:9][CH2:10][N:11]([CH2:13][CH2:14][C:15]#[N:16])[CH3:12])=[O:7])([CH3:4])([CH3:3])[CH3:2]>N.[Ni]>[NH2:16][CH2:15][CH2:14][CH2:13][N:11]([CH3:12])[CH2:10][CH2:9][N:8]([C:6]([O:5][C:1]([CH3:3])([CH3:2])[CH3:4])=[O:7])[CH3:17]

Participants

4

Reactant 1

HCID 18978058HCID 18978058, compound

Product 1

HCID 18978079HCID 18978079, compoundYield 99.9%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 222AmmoniaSolvent

Procedure

1.9 g of N-(tert-butoxycarbonyl)-N'-(2-cyanoethyl)-N,N'-dimethyl-ethylenediamine (Example 25-b) were dissolved in 100 ml of saturated methanolic ammonia and hydrogenated with 5 g of Raney nickel at RT under 10 atmospheres of H2 for 24 hours. The catalyst was filtered off and washed with MeOH and the filtrate was concentrated in vacuo. The residue was taken up in toluene, insoluble material was filtered off, the filtrate was concentrated in vacuo and the residue was dried. 1.93 g of product were obtained.

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed with MeOH
  3. concentrationthe filtrate was concentrated in vacuo
  4. filtrationinsoluble material was filtered off
  5. concentrationthe filtrate was concentrated in vacuo
  6. customthe residue was dried

Sources & evidence

ORD record
ord-427d152aa5204ec296f9c1b8bc9a6b47
Source dataset
uspto-grants-1998_09
Patent number
US05804559

Reaction notes

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