Nitric Acid → HCID 70224229, 화합물

HRID 1384269노트

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HRID 1384269 반응식
[N+:1]([O-:4])(O)=[O:2].[CH3:5][C:6]1[N+:11]([O-:12])=[C:10]2[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:9]2=[CH:8][C:7]=1[C:18]([O:20][CH2:21][CH3:22])=[O:19].[OH-].[Na+]>>[CH3:5][C:6]1[N+:11]([O-:12])=[C:10]2[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][C:9]2=[C:8]([N+:1]([O-:4])=[O:2])[C:7]=1[C:18]([O:20][CH2:21][CH3:22])=[O:19]

참가 물질

4

반응물 3

HCID 944Nitric AcidHCID 14798Sodium HydroxideHCID 70224223HCID 70224223, 화합물

생성물 1

HCID 70224229HCID 70224229, 화합물수율 92.4%

반응 조건

온도
90 °C

실험 절차

Fuming nitric acid (27.0 ml) was added dropwise to ethyl 2-methyl-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carboxylate N-oxide (3.10 g, 12.4 mmol) at 0° C., and the mixture was stirred at 90° C. for 2 hours. After cooling, the reaction solution was poured into ice water, mixed with 2 N sodium hydroxide aqueous solution and extracted with chloroform, and the thus obtained organic layer was washed with water and saturated brine in that order and dried over anhydrous sodium sulfate. After evaporation of the solvent under reduced pressure, the resulting residue was purified by a silica gel column chromatography (chloroform:methanol=40:1) to obtain the title compound (3.38 g, 92.4%) as pale yellow powder.

후처리

  1. temperatureAfter cooling
  2. extractionextracted with chloroform
  3. washthe thus obtained organic layer was washed with water and saturated brine in that order
  4. dry with materialdried over anhydrous sodium sulfate
  5. customAfter evaporation of the solvent under reduced pressure
  6. customthe resulting residue was purified by a silica gel column chromatography (chloroform:methanol=40:1)

출처 및 근거

ORD 기록
ord-e172ef55557049279b148bb2cd118a60
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06258829B1

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