Reaction #1435687

Reaction equation

benzyl cyanoformate

diethylenetriamine

triethylamine

→

Bis[2-(benzyloxycarbonylamino)-ethyl]-amine

Solvents

dichloromethane

dichloromethane

Conditions

Workup

1. 1
   Concentrationconcentration
2. 2
   Otherby evaporation
3. 3
   Washthe organic phase is washed with sodium carbonate solution
4. 4
   Dryingdried with sodium sulfate
5. 5
   workup.ADDITIONThe filtrate is mixed with hexane
6. 6
   Filtrationthe precipitate is filtered out
7. 7
   Otherdried

Procedure

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 the reaction is completed, 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 out and dried.

Source