HCID 70224223、化合物 → HCID 21186674、化合物

HRID 1384265ノート

反応式

HRID 1384265 の反応式
[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]

参加物

3

反応物 1

HCID 70224223HCID 70224223、化合物

生成物 1

HCID 21186674HCID 21186674、化合物収率 82.4%

試薬・触媒・溶媒 1

HCID 7918Acetic Anhydride溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-c4dc63af7d0241969ffa3a49b100cff4
出典データセット
uspto-grants-2001_07
特許番号
US06258829B1

反応ノート

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