Reaction #1904038

Reaction equation

aspartic acid

triethyl amine

succinyl chloride

→

Aspartic Acid Succinimide

Solvents

tetrahydrofuran

Conditions

Workup

1. 1
   Otherfitted with a condenser and nitrogen inlet
2. 2
   Temperaturerefluxed for 6 hours
3. 3
   FiltrationThe triethyl amine hydrochloride is filtered
4. 4
   Concentrationthe filtrate is concentrated
5. 5
   Otherby removing the solvent under vacuum
6. 6
   OtherThe residue is used directly for the subsequent reaction
7. 7
   OtherThe residue can be purified by chromatography on silica gel

Procedure

This example that demonstrates how this method could be performed. 9.4 g aspartic acid, 10 ml triethyl amine and 100 ml tetrahydrofuran are transferred into a 100 ml flask fitted with a condenser and nitrogen inlet. The mixture is cooled to 0° C. and 5 g succinyl chloride is added and the mixture stirred under nitrogen atmosphere for 5 min and refluxed for 6 hours. The triethyl amine hydrochloride is filtered and the filtrate is concentrated by removing the solvent under vacuum. The residue is used directly for the subsequent reaction. The residue can be purified by chromatography on silica gel.

Source