HCID 70224223, 화합물 → HCID 21186674, 화합물

HRID 1384265노트

반응식

HRID 1384265 반응식
[CH3:1][C:2]1[N+:7]([O-])=[C:6]2[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:5]2=[CH:4][C:3]=1[C:14]([O:16][CH2:17][CH3:18])=[O:15]>C(OC(=O)C)(=O)C>[C:14]([O:16][CH:9]1[C:6]2=[N:7][C:2]([CH3:1])=[C:3]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH:4]=[C:5]2[CH2:13][CH2:12][CH2:11][CH2:10]1)(=[O:15])[CH3:3]

참가 물질

3

반응물 1

HCID 70224223HCID 70224223, 화합물

생성물 1

HCID 21186674HCID 21186674, 화합물수율 82.4%

시약·촉매·용매 1

HCID 7918Acetic Anhydride용매

실험 절차

Ethyl 2-methyl-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carboxylate N-oxide (1.00 g, 4.02 mmol) was dissolved in acetic anhydride (7.0 ml) and heated under reflux for 1.5 hours. After cooling, excess acetic anhydride was evaporated under reduced pressure, the thus obtained residue was mixed with ice water and saturated sodium bicarbonate aqueous solution and extracted with ethyl acetate, and the resulting organic layer was washed with water and saturated brine in that order and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the resulting residue was purified by a silica gel column chromatography (ether:hexane=1:1) to obtain the title compound (482.5 mg, 45.8%) as pale brown oil.

후처리

  1. temperatureheated
  2. temperatureunder reflux for 1.5 hours
  3. temperatureAfter cooling
  4. customexcess acetic anhydride was evaporated under reduced pressure
  5. additionthe thus obtained residue was mixed with ice water and saturated sodium bicarbonate aqueous solution
  6. extractionextracted with ethyl acetate
  7. washthe resulting organic layer was washed with water and saturated brine in that order
  8. dry with materialdried over anhydrous sodium sulfate
  9. customThe solvent was evaporated under reduced pressure
  10. customthe resulting residue was purified by a silica gel column chromatography (ether:hexane=1:1)

출처 및 근거

ORD 기록
ord-c4dc63af7d0241969ffa3a49b100cff4
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06258829B1

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