Hydrochloric Acid → mono N-hydroxysuccinimide glutarate

HRID 1199350

Reaktionsgleichung

Reaktionsgleichung von HRID 1199350
[C:1]1(=[O:8])[O:7][C:5](=[O:6])[CH2:4][CH2:3][CH2:2]1.[OH:9][N:10]1[C:14](=[O:15])[CH2:13][CH2:12][C:11]1=[O:16].C(N(CC)CC)C.Cl>ClCCl>[C:1]([OH:7])(=[O:8])[CH2:2][CH2:3][CH2:4][C:5]([OH:9])=[O:6].[OH:9][N:10]1[C:14](=[O:15])[CH2:13][CH2:12][C:11]1=[O:16]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 7940Glutaric anhydrideHCID 8471TriethylamineHCID 80170N-Hydroxysuccinimide

Produkt 1

HCID 19793121mono N-hydroxysuccinimide glutarate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

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 0.5 N 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.

Aufarbeitung

  1. extractionextracted with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-fa7d20cdee8f4c599c704dd8fe1ce134
Quelldatensatz
uspto-grants-1990_02
Patentnummer
US04900674

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