HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Water → Boc4-aminomethylbicyclo-[2.2.2]octane nitrile
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Water | HCID 962 | — |
| Edukt | (Methoxycarbonylsulfamoyl)triethylammonium hydroxide | HCID 11032497 | — |
| Edukt | Chloroform methanol water | HCID 21866399 | — |
| Edukt | Boc-4-aminomethylbicyclo-[2.2.2]octane carboxamide | HCID 69901712 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | Boc4-aminomethylbicyclo-[2.2.2]octane nitrile | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06127333 |
| Quelldatensatz | uspto-grants-2000_10 |
| ORD ID | ord-569ed572bb68436eaab4e845b5eb49b9 |
| Quellennotiz | uspto-grants-2000_10 |