Reacción #953897

Ecuación de reacción

hydrogen

1,5-di-(3,3-dimethylbicyclo[2.2.2]oct-2-yl)-3-pentanone

1,3-diamino-2-hydroxypropane

hydrogen

→

1-amino-3-[1,5-di-(3,3-dimethylbicyclo[2.2.2]oct-2-yl)-3-pentylamino]-2-propanol

Disolventes

ethanol

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe resulting mixture is then heated
2. 2
   Temperaturaat reflux for about two hours
3. 3
   Temperaturato cool
4. 4
   FiltraciónThe mixture is then filtered from the catalyst
5. 5
   Concentraciónconcentrated in vacuo
6. 6
   Otroto remove the ethanol
7. 7
   Lavadowashed with water
8. 8
   Secadodried over sodium sulfate
9. 9
   Filtraciónfiltered
10. 10
    Concentraciónconcentrated in vacuo

Procedimiento

A solution of 1,5-di-(3,3-dimethylbicyclo[2.2.2]oct-2-yl)-3-pentanone (14.8 g., 0.04 mole) in 50 cc of anhydrous ethanol is added dropwise over about 20 minutes to a stirred solution of 1,3-diamino-2-hydroxypropane (25 g., 0.27 mole) in 200 cc of ethanol. The resulting mixture is then heated at reflux for about two hours, allowed to cool, 1.0 g. platinum oxide added, and the mixture reduced under a 40 psi hydrogen atmosphere until hydrogen uptake ceases. The mixture is then filtered from the catalyst, concentrated in vacuo to remove the ethanol, the oily residue taken up in ether (250 cc.), washed with water, dried over sodium sulfate, filtered and concentrated in vacuo to yield the product 1-amino-3-[1,5-di-(3,3-dimethylbicyclo[2.2.2]oct-2-yl)-3-pentylamino]-2-propanol.

Fuente