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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 391492Erstellt: 24. Oktober 2026

Sulfuric acid magnesium salt (1:1) → 3-Azido-N-cyclopropyl-2-hydroxyhexanamide

https://huagongshe.com/de/reaction/391492

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSulfuric acid magnesium salt (1:1)HCID 24083—
EduktSodium AzideHCID 33557—
EduktN-Cyclopropyl-3-propyloxirane-2-carboxamideHCID 24748482—
LösungsmittelMethanolHCID 887—
Produkt3-Azido-N-cyclopropyl-2-hydroxyhexanamideHCID 2474848360,3%

Reaktionsbedingungen

Temperatur65 °C

Reaktionsschritte

A flask equipped with an overhead stirrer, thermometer and reflux condenser was placed under a nitrogen atmosphere then charged with the epoxide of Example 5 (20.0 g, 118 mmol), sodium azide (NaN3; 31.0 g, 473 mmol), magnesium sulfate (MgSO4; 14.0 g, 118 mmol) and methanol (MeOH; 200 mL). The mixture was heated to 65±5° C. for 2 hours then cooled to 25±5° C. and filtered through a pad of Celite 545. The solvent was removed under reduced pressure resulting in a thick oil which was taken up in IPAc (250 mL) then washed with water (3×250 mL). The organic phase was dried over sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to provide the title compound (15.1 g, 60%) as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08383858B2
Quelldatensatzuspto-grants-2013_02
ORD IDord-25a5dc2e49b3415da27073e18cb56a84
Quellennotizuspto-grants-2013_02