Réaction #1154355

ord-a661f4bf15364d70800b20b465097663

Équation de réaction

N#CC(=O)OCc1ccccc1
benzyl cyanoformate
NCCNCCN
diethylenetriamine
CCN(CC)CC
triethylamine
O=C(NCCNCCNC(=O)OCc1ccccc1)OCc1ccccc1
Bis[2-(benzyloxycarbonylamino)-ethyl]-amine

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreAfter completion of the reaction, concentration
  2. 2
    Autreby evaporation
  3. 3
    Lavagethe organic phase is washed with sodium carbonate solution
  4. 4
    Séchagedried with sodium sulfate
  5. 5
    workup.ADDITIONThe filtrate is mixed with hexane
  6. 6
    Filtrationthe precipitate is filtered off
  7. 7
    Autredried

Mode opératoire

51.5 g (500 mmol) of diethylenetriamine and 139 ml (1 mol) of triethylamine are dissolved in dichloromethane and mixed at −20° C. with 161 g of benzyl cyanoformate (Fluka) in dichloromethane and then stirred overnight at room temperature. After completion of the reaction, concentration by evaporation is performed during draw-off, the residue is taken up in diethyl ether, the organic phase is washed with sodium carbonate solution and dried with sodium sulfate. The filtrate is mixed with hexane, the precipitate is filtered off and dried.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US06248306B1uspto-grants-2001_06