반응 #75434

ord-a762b41f09c1473cb4356d6a9dbef19b

반응 방정식

O=C([O-])O.[Na+]
Sodium bicarbonate
CC(C)=CCBr
dimethylallyl bromide
O=[N+]([O-])c1ncc[nH]1
2-nitroimidazole
CC(C)=CCn1ccnc1[N+](=O)[O-]
N-(Dimethylallyl)-2-nitroimidazole

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도under reflux for 16 hours
  2. 2
    기타The solvent was removed under reduced pressure
  3. 3
    workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
  4. 4
    여과The solution was filtered
  5. 5
    건조dried with anhydrous sodium sulfate
  6. 6
    기타Removal of the solvent
  7. 7
    기타gave an oil which
  8. 8
    기타was recrystallized from petroleum ether (35-50° C.)

실험 절차

Sodium bicarbonate (0.42 g, 50 mmol) and dimethylallyl bromide (3.28 g, 22 mmol) were added to a suspension of 2-nitroimidazole (2.26 g, 20 mmol) in dry acetonitrile (10 mL). The mixture was stirred under reflux for 16 hours. The solvent was removed under reduced pressure, and the residue was dissolved in ethyl acetate. The solution was filtered, and dried with anhydrous sodium sulfate. Removal of the solvent gave an oil which was recrystallized from petroleum ether (35-50° C.). Yield 1.83 g, m.p. 48-49° C. 1H NMR (CDCl3) δ7.24 (s, 1H), 7.22 (s, 1H), 5.46 (m, 1H), 5.1 (d, 2H), 1.91 (s, 3H) and 1.90 (s, 3H).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US06699458B2uspto-grants-2004_03