Reaktion #67604

Reaktionsgleichung

Bromomethylcyclobutane

noroxymorphone

Noroxymorphone

potassium carbonate

potassium iodide

bromomethylcyclobutane

→

N-(cyclobutylmethyl)-noroxymorphone

Ausbeute 73.2%

Lösungsmittel

dimethyl acetamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe reaction was stirred for an additional 7 days
2. 2
   Sonstigewas consumed
3. 3
   workup.ADDITIONDistilled water (50 mL) was added
4. 4
   workup.STIRRINGstirred at room temperature for 6 hours
5. 5
   SonstigeAn off-white precipitate formed
6. 6
   Sonstigewhich was removed by filtration
7. 7
   WaschenThe solid was washed with distilled water (25 mL)
8. 8
   workup.WAITslurried for 24 hours in acetonitrile (25 mL)
9. 9
   FiltrationFiltration
10. 10
    Waschenwashing the solid with acetonitrile (10 mL)
11. 11
    Sonstigedrying at room temperature under vacuum for 24 hours

Vorschrift

Noroxymorphone (1.59 g, 5.5 mmol), potassium carbonate (0.61 g, 6.1 mmol), potassium iodide (0.46 g, 2.8 mmol), and dimethyl acetamide (10 mL) were added into a round bottom flask. Bromomethylcyclobutane (0.82 g, 5.5 mmol, 0.62 mL) was added. The reaction was stirred for 7 days at room temperature. At that time, bromomethylcyclobutane (0.82 g, 5.5 mmol, 0.62 mL) was added. The reaction was stirred for an additional 7 days. HPLC analysis indicated that the noroxymorphone was consumed. Distilled water (50 mL) was added and stirred at room temperature for 6 hours. An off-white precipitate formed, which was removed by filtration. The solid was washed with distilled water (25 mL), then slurried for 24 hours in acetonitrile (25 mL). Filtration, washing the solid with acetonitrile (10 mL), and drying at room temperature under vacuum for 24 hours yielded N-(cyclobutylmethyl)-noroxymorphone (1.43 g, 73% yield) as a tan solid.

Quelle