反応 #63859

ord-f25cf4e8ebf54c4fb1344e4967d7d306

反応方程式

CC(=O)O
acetic acid
CC/C(=C\C(=NO)C(N)=O)C(C)[N+](=O)[O-]
(E)-4-ethyl-2-hydroxyimino-5-nitro-3-hexenamide
C=[N+]=[N-]
diazomethane
CC/C(=C\C(=NOC)C(N)=O)C(C)[N+](=O)[O-]
(E)-4-ethyl-2-methoxyimino-5-nitro-3-hexenamide

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.WAITto stand at 0° C. for an hour
  2. 2
    その他The resulting reaction mixture
  3. 3
    その他was evaporated under reduced pressure
  4. 4
    その他to give an oil which
  5. 5
    その他was purified by preparative thin layer chromatography

実験手順

To (E)-4-ethyl-2-hydroxyimino-5-nitro-3-hexenamide (37 mg) in methanol (5 ml) was added excess etheral diazomethane at -20° C. The resulting mixture was allowed to stand at 0° C. for an hour and then acetic acid was added thereto until the yellow color of the solution was discharged. The resulting reaction mixture was evaporated under reduced pressure to give an oil which was purified by preparative thin layer chromatography, developing with chloroform containing 5% methanol to give (E)-4-ethyl-2-methoxyimino-5-nitro-3-hexenamide (21.5 mg).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US04767768uspto-grants-1988_08