Potassium Iodide → HCID 59257866、化合物

HRID 551079

反応式

HRID 551079 の反応式
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]([CH2:13][C:14]([O:16][CH3:17])=[O:15])[CH2:7][NH:8]2)([O-:3])=[O:2].C(=O)([O-])[O-].[Na+].[Na+].[I-].[K+].Br[CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29]>CC(C)=O>[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH:6]([CH2:13][C:14]([O:16][CH3:17])=[O:15])[CH2:7][N:8]2[CH2:27][C:28]([O:30][CH2:31][CH3:32])=[O:29])([O-:3])=[O:2]

参加物

6

反応物 4

HCID 4875Potassium IodideHCID 7748Ethyl bromoacetateHCID 10340Sodium CarbonateHCID 10243182methyl (4-nitro-2,3-dihydro-1H-indol-3-yl)-acetate

生成物 1

HCID 59257866HCID 59257866、化合物

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

To a solution of (±)-methyl (4-nitro-2,3-dihydro-1H-indol-3-yl)acetate from Step B (700 mg, 2.97 mmol), sodium carbonate (471 mg, 4.44 mmol), and potassium iodide (98 mg, 0.59 mmol) in acetone (15 mL) was added ethyl bromoacetate (9.9 mL, 88.9 mmol). The mixture was heated at reflux for 18 h, then cooled to ambient temperature and concentrated in vacuo. The residue was partitioned between H2O (15 mL) and EtOAc (2×40 mL) and the organic extracts were washed with brine, dried over Na2SO4, filtered, and concentrated in vacuo to a volume of 50 mL. Hexane was added to the EtOAc solution and a precipitate formed. The desired crystals were collected by vacuum filtration to give the title compound. MS: m/z=323 (M+1).

後処理

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 18 h
  3. concentrationconcentrated in vacuo
  4. customThe residue was partitioned between H2O (15 mL) and EtOAc (2×40 mL)
  5. washthe organic extracts were washed with brine
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo to a volume of 50 mL
  9. additionHexane was added to the EtOAc solution
  10. customa precipitate formed
  11. filtrationThe desired crystals were collected by vacuum filtration

出典と根拠

ORDレコード
ord-e813476fa1df4e488706c7fa1b06cbaf
出典データセット
uspto-grants-2011_05
特許番号
US07947677B2

関連ノート

読み込み中…