Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 365276Erstellt: 25. Oktober 2026

Water → Boc4-aminomethylbicyclo-[2.2.2]octane nitrile

https://huagongshe.com/reaction/365276

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
Edukt(Methoxycarbonylsulfamoyl)triethylammonium hydroxideHCID 11032497—
EduktChloroform methanol waterHCID 21866399—
EduktBoc-4-aminomethylbicyclo-[2.2.2]octane carboxamideHCID 69901712—
LösungsmittelPyridineHCID 1049—
LösungsmittelDichloromethaneHCID 6344—
ProduktBoc4-aminomethylbicyclo-[2.2.2]octane nitrileHCID 69900746—

Reaktionsschritte

A solution of 7.52 g (26.6 mmol) of the product from step C in 50 ml of CH2Cl2 and 80 ml of anhydrous pyridine was treated with 11.12 g of (methoxycarbonylsulfamoyl)-triethylammonium hydroxide inner salt (Burgess reagent) in 1-g portions over 5 min. After stirring for 1.5 hr, TLC (90-10-1, CHCl3 -CH3OH-H2O) showed complete conversion to product, and the solution was evaporated to give a paste, to which H2O was added, up to 400 ml, with trituration and stirring to afford, after standing 20 hr at 0° C., filtration and drying in vacuo, the title compound as a white solid.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06127333
Quelldatensatzuspto-grants-2000_10
ORD IDord-569ed572bb68436eaab4e845b5eb49b9
Quellennotizuspto-grants-2000_10