反応 #696697

ord-728138628f044e39bf42b12ad90f8c95

反応方程式

CC(C)=CCBr
4-bromo-2-methyl-2-butene
[Na]
sodium
O=[N+]([O-])c1ncc[nH]1
2-nitroimidazole
CC(C)=CCn1ccnc1[N+](=O)[O-]
1-(3-methyl-2-butenyl)-2-nitroimidazole
収率 80.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他the solvent was removed
  2. 2
    その他to leave a crude semi-solid which
  3. 3
    その他was purified by column chromatography on silica

実験手順

To the sodium salt of 2-nitroimidazole prepared above was added acetonitrile (50 ml), 15-crown-5-ether (3.5 ml, 14.3 mmol) and 4-bromo-2-methyl-2-butene (2 ml; 17.4 mmol). The mixture was stirred at RT for ca 16 h. and then the solvent was removed to leave a crude semi-solid which was purified by column chromatography on silica. The intermediate product, 1-(3-methyl-2-butenyl)-2-nitroimidazole (80% yield) was eluted using a mixture of petroleum ether (40-60)/ethyl acetate (ratio 4:1 respectively).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05997843uspto-grants-1999_12