Nitromethane → 6-(2-Nitrovinyl)-1H-indole

HRID 983945

반응식

HRID 983945 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH:10]=O)[CH:8]=2)[CH:3]=[CH:2]1.C([O-])(=O)C.[NH4+].[N+:17]([CH3:20])([O-:19])=[O:18]>>[N+:17]([CH:20]=[CH:10][C:7]1[CH:8]=[C:9]2[C:4]([CH:3]=[CH:2][NH:1]2)=[CH:5][CH:6]=1)([O-:19])=[O:18]

참가 물질

4

반응물 3

HCID 6375NitromethaneHCID 517165Ammonium AcetateHCID 27734351H-Indole-6-carboxaldehyde

생성물 1

HCID 697441266-(2-Nitrovinyl)-1H-indole수율 91%

반응 조건

온도
100 °C

실험 절차

A mixture of indole-6-carboxaldehyde (2.8 g), nitromethane (30 mL) and ammonium acetate (0.560 g) was stirred at 100° C. for 30 minutes. The excess nitromethane was removed under reduced pressure and the residue washed with water, dissolved in ethyl acetate (500 mL), dried over sodium sulfate, filtered, and the filtrate concentrated under reduced pressure to a volume of about 50 mL. This solution was then diluted with petroleum ether and the resulting suspension filtered and dried to provide 3.3 g (91%) of the desired compound.

후처리

  1. customThe excess nitromethane was removed under reduced pressure
  2. washthe residue washed with water
  3. dissolutiondissolved in ethyl acetate (500 mL)
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationthe filtrate concentrated under reduced pressure to a volume of about 50 mL
  7. additionThis solution was then diluted with petroleum ether
  8. filtrationthe resulting suspension filtered
  9. customdried

출처 및 근거

ORD 기록
ord-4917d12733ac4e7c94d8ec3bd25ae698
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06867198B2

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