Reacción #1904032

ord-5841f21f61df437987ab149fcc5db054

Ecuación de reacción

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
Rendimiento 50.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otro3 bar, 100° C.
  2. 2
    FiltraciónThe reaction mixture was filtered
  3. 3
    Lavadothe filtrate was washed with methanol
  4. 4
    OtroThe combined organic phase was evaporated
  5. 5
    workup.DISTILLATIONthe residue was distilled under vacuum (1×10−2, 110° C.)

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07597875B2uspto-grants-2009_10