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

HRID 351596

反応式

HRID 351596 の反応式
[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]

参加物

4

反応物 3

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

生成物 1

HCID 697441266-(2-Nitrovinyl)-1H-indole収率 91%

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-8b8c1767e2a74f4fbdaa4cba872d5f28
出典データセット
uspto-grants-2004_06
特許番号
US06743785B2

関連ノート

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