Reaktion #64943

Reaktionsgleichung

N-benzylmaleimide

2-chloroethyl-methylamine hydrochloride

triethylamine

→

1-Benzyl-3-(2-chloroethyl-methyl-amino )-pyrrolidine2,5-dione

Lösungsmittel

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONare added dropwise at 20° C
2. 2
   Temperaturunder reflux for 5 hours
3. 3
   Extraktionextracted with 3 portions of 400 ml of chloroform
4. 4
   Waschenthe extract is washed with water
5. 5
   Trocknendried over sodium sulphate
6. 6
   Einengenconcentrated on a rotary evaporator
7. 7
   Sonstigegives 56.8 g (51% of theory) of an oil

Vorschrift

74.8 g (0.4 mol) of N-benzylmaleimide [Arch. Pharm. 308, 489 (1975)] and 52.0 g (0.4 mol) of 2-chloroethyl-methylamine hydrochloride are initially introduced into 400 ml of dioxane and 40.4 g (0.4 mol) of triethylamine are added dropwise at 20° C. The mixture is then boiled under reflux for 5 hours. The batch is subsequently poured into 2 l of ice-water and extracted with 3 portions of 400 ml of chloroform and the extract is washed with water, dried over sodium sulphate and concentrated on a rotary evaporator. Chromatography of the residue (101.1 g) on silica gel using ethyl acetate:petroleum ether (1:2) gives 56.8 g (51% of theory) of an oil.

Quelle