Reaktion #6431

ord-1ed7b4f414b94a45a886575dff6a9247

Reaktionsgleichung

Cl
hydrochloric acid
O=C1CCCC(=O)O1
glutaric anhydride
O=C1CCC(=O)N1O
N-hydroxysuccinimide
CCN(CC)CC
triethylamine
O=C(O)CCCC(=O)O.O=C1CCC(=O)N1O
mono N-hydroxysuccinimide glutarate

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Extraktionextracted with ethyl acetate

Vorschrift

One mole of glutaric anhydride and one mole of N-hydroxysuccinimide were treated in dichloromethane with 1.2 equivalents of triethylamine. This reaction was stirred for 40 minutes, acidified by the addition of 0.5N hydrochloric acid (HCl) (aqueous), and then extracted with ethyl acetate to form mono N-hydroxysuccinimide glutarate. This glutarate was then combined with 5 moles of thionyl chloride and stirred at room temperature for three hours. The resulting reaction mixture was dried to remove volatiles, and thereby form N-hydroxysuccinimidyl glutaryl chloride.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05248611uspto-grants-1993_09