1-Benzylamino-2-cyano-3-hydroxypentane → HCID 19099253, compound

HRID 1975483Notes

Reaction equation

HRID 1975483 reaction equation
C([NH:8][CH2:9][CH:10]([C:15]#[N:16])[CH:11]([OH:14])[CH2:12][CH3:13])C1C=CC=CC=1.[H][H]>N.CO.[Ni]>[NH2:8][CH2:9][CH:10]([CH2:15][NH2:16])[CH:11]([OH:14])[CH2:12][CH3:13]

Participants

5

Reactant 2

HCID 190993201-Benzylamino-2-cyano-3-hydroxypentaneHCID 178418361HCID 178418361, compound

Product 1

HCID 19099253HCID 19099253, compoundYield 150.3%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 21705897Ammonia methanolSolvent

Procedure

To a solution of 1-benzylamino-2-cyano-3-hydroxypentane (1.0 g) in 5% ammonia-methanol solution (20 ml) was added Raney Nickel (W2, 5g). After stirring under atmospheric pressure of hydrogen at room temperature for 4 hours, the catalyst was filtered off and to the filtrate were added ammonium formate (1.4 g) and 10% palladium on carbon (1 g, 50% wet). After stirring for 1 hour under reflux, the catalyst was filtered off and the filtrate was evaporated to give 1-amino-2-aminomethyl-3-hydroxypentane (0.91 g).

Workup

  1. filtrationthe catalyst was filtered off and to the filtrate
  2. additionwere added ammonium formate (1.4 g) and 10% palladium on carbon (1 g, 50% wet)
  3. temperatureunder reflux
  4. filtrationthe catalyst was filtered off
  5. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-f97d74c591b746dabcd5f47f859e0458
Source dataset
uspto-grants-1994_02
Patent number
US05286721

Reaction notes

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