N'-(3-(Dimethylamino)propyl)-N,N-dimethyl-1,3-propanediamine → 3-[bis-(3-dimethylamino-propyl)-carbamoyl]-acrylic Acid Ethyl Ester

Participants

Reaction Conditions

Reaction Steps

3,3′-Iminobis(N,N-dimethyl-propylamine) (10.66 g, 55 mmol) and DMAP (54 mg) are dissolved in toluene (60 ml). To this solution is added the solution of fumaric acid monoethyl ester mono chloride (8.15 g, 50 mmol) in toluene (20 ml) over 20 min via syringe pump. The mixture is further stirred for 3 h at 23° C., then poured on a mixture of ice and sat. aq. NaHCO3-solution. The product is extracted twice with EtOAc (100 ml) and the organic layers washed twice with brine, combined and dried over MgSO4.

Provenance & Evidence