Nitric Acid → HCID 131711051、化合物

HRID 1679148ノート

反応式

HRID 1679148 の反応式
[C:1]([O:4]C(=O)C)(=[O:3])[CH3:2].[N+:8]([O-:11])(O)=[O:9].[CH2:12]=[CH:13][CH:14]=[CH:15][CH2:16][CH3:17]>>[N+:8]([CH2:12][CH:13]=[CH:14][CH:15]([O:4][C:1](=[O:3])[CH3:2])[CH2:16][CH3:17])([O-:11])=[O:9]

参加物

4

反応物 3

HCID 944Nitric AcidHCID 7918Acetic AnhydrideHCID 11602Hexadiene

生成物 1

HCID 131711051HCID 131711051、化合物

反応条件

温度
25 °C

実験手順

To 166 ml. of acetic anhydride was added 90% nitric acid (27.7 g.) under cooling at 25° C. over a 45 minute period. After an additional 5 minutes of stirring 20 g. of 1,3-hexadiene was added dropwise at 25° C. over 1 hour. Ice cooling was employed as required. The reaction was completed by stirring the mixture for an additional hour, followed by quenching in ice and water. Extraction with methylenechloride, washing with water, drying of the organic layers over anhydrous sodium sulfate and evaporation of the solvent and excess acetic anhydride resulted in 47.0 g. of a crude reaction product. Column chromatography and careful bulb to bulb distillation (oven 120° C., 0.5 mmHg) yielded actic acid (1-nitro-2-hexen-4-yl)ester.

後処理

  1. stirringby stirring the mixture for an additional hour
  2. customby quenching in ice
  3. extractionExtraction with methylenechloride
  4. washwashing with water
  5. dry with materialdrying of the organic layers over anhydrous sodium sulfate and evaporation of the solvent and excess acetic anhydride
  6. customresulted in 47.0 g
  7. customof a crude reaction product
  8. distillationColumn chromatography and careful bulb to bulb distillation (oven 120° C., 0.5 mmHg)

出典と根拠

ORDレコード
ord-58175263f2f44ad698344ee8a30f5029
出典データセット
uspto-grants-1978_03
特許番号
US04079076

反応ノート

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