Réaction #1904032

ord-5841f21f61df437987ab149fcc5db054

Équation de réaction

COc1ccc(CNCCC(CCNCc2ccc(OC)cc2)CCNCc2ccc(OC)cc2)cc1
1,1,1-tris[2(p-methoxybenzylamino)ethyl]methane
NCCC(CCN)CCN
1,1,1-tris(2-aminoethyl)methane
Rendement 50.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autre3 bar, 100° C.
  2. 2
    FiltrationThe reaction mixture was filtered
  3. 3
    Lavagethe filtrate was washed with methanol
  4. 4
    AutreThe combined organic phase was evaporated
  5. 5
    workup.DISTILLATIONthe residue was distilled under vacuum (1×10−2, 110° C.)

Mode opératoire

1,1,1-tris[2(p-methoxybenzylamino)ethyl]methane (20.0 gram, 0.036 mol) was dissolved in methanol (100 ml) and Pd(OH)2 (5.0 gram) was added. The mixture was hydrogenated (3 bar, 100° C., in an autoclave) and stirred for 5 hours. Pd(OH)2 was added in two more portions (2×5 gram) after 10 and 15 hours respectively. The reaction mixture was filtered and the filtrate was washed with methanol. The combined organic phase was evaporated and the residue was distilled under vacuum (1×10−2, 110° C.) to give 2.60 gram (50%) of 1,1,1-tris(2-aminoethyl)methane identical with the previously described Example 1.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07597875B2uspto-grants-2009_10