Potassium Iodide → HCID 59257866, 화합물

HRID 551079

반응식

HRID 551079 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 59257866HCID 59257866, 화합물

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-e813476fa1df4e488706c7fa1b06cbaf
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07947677B2

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