반응 #67604

반응 방정식

Bromomethylcyclobutane

noroxymorphone

Noroxymorphone

potassium carbonate

potassium iodide

bromomethylcyclobutane

→

N-(cyclobutylmethyl)-noroxymorphone

수율 73.2%

용매

dimethyl acetamide

반응 조건

후처리

1. 1
   workup.STIRRINGThe reaction was stirred for an additional 7 days
2. 2
   기타was consumed
3. 3
   workup.ADDITIONDistilled water (50 mL) was added
4. 4
   workup.STIRRINGstirred at room temperature for 6 hours
5. 5
   기타An off-white precipitate formed
6. 6
   기타which was removed by filtration
7. 7
   세척The solid was washed with distilled water (25 mL)
8. 8
   workup.WAITslurried for 24 hours in acetonitrile (25 mL)
9. 9
   여과Filtration
10. 10
    세척washing the solid with acetonitrile (10 mL)
11. 11
    기타drying at room temperature under vacuum for 24 hours

실험 절차

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.

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