Reaktion #1904038

ord-b9190018bb9a41e0888f68096d43b3c7

Reaktionsgleichung

N[C@@H](CC(=O)O)C(=O)O
aspartic acid
CCN(CC)CC
triethyl amine
O=C(Cl)CCC(=O)Cl
succinyl chloride
N[C@@H](CC(=O)O)C(=O)O.O=C1CCC(=O)N1
Aspartic Acid Succinimide

Lösungsmittel

Reaktionsbedingungen

Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07597882B2uspto-grants-2009_10