Nitric Acid → HCID 131711051, 화합물

HRID 1679148노트

반응식

HRID 1679148 반응식
[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]

참가 물질

4

반응물 3

HCID 944Nitric AcidHCID 7918Acetic AnhydrideHCID 11602Hexadiene

생성물 1

HCID 131711051HCID 131711051, 화합물

반응 조건

온도
25 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-58175263f2f44ad698344ee8a30f5029
출처 데이터셋
uspto-grants-1978_03
특허 번호
US04079076

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