Ammonia → 7-Amino-5-azaspiro(2.4)heptan-4-one

HRID 324692

Reaction equation

HRID 324692 reaction equation
[NH2:1][CH:2]([C:5]1([C:8]([O:10]CC)=O)[CH2:7][CH2:6]1)[C:3]#[N:4].N.[H][H]>[Ni]>[NH2:1][CH:2]1[C:5]2([CH2:7][CH2:6]2)[C:8](=[O:10])[NH:4][CH2:3]1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 110192531-(1-Amino-1-cyanomethyl)-1-ethoxycarbonylcyclopropaneHCID 178418361HCID 178418361, compound

Product 1

HCID 109314407-Amino-5-azaspiro(2.4)heptan-4-oneYield 92.3%

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

An autoclave was charged with 1.0 g of 1-(1-amino-1-cyanomethyl)-1-ethoxycarbonylcyclopropane, 0.4 ml of Raney nickel and 4.0 ml of ammonia-saturated ethanol, and the contents were stirred at 80° C. for 4 hours in an atmosphere of hydrogen under a pressure of 20 kg/cm2. After completion of the reaction, the catalyst was removed by filtration and the resulting filtrate was concentrated under a reduced pressure to obtain 692 mg (92%) of the title compound in the form of colorless crystals. The thus obtained product was recrystallized from ethyl acetate and diethyl ether and used as a sample for analyses.

Workup

  1. customAfter completion of the reaction
  2. customthe catalyst was removed by filtration
  3. concentrationthe resulting filtrate was concentrated under a reduced pressure

Sources & evidence

ORD record
ord-d0028ae6c2394744a678a06ee732b27b
Source dataset
uspto-grants-2001_04
Patent number
US06218548B1

Linked notes

Loading…