Acetic Anhydride → 1H-Indole-2,3-dione, 1-acetyl-5-methyl-

HRID 6359

反応式

HRID 6359 の反応式
[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[C:5]2=[O:12].[H-].[Na+].[C:15](OC(=O)C)(=[O:17])[CH3:16].C(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1>[C:15]([N:7]1[C:8]2[C:4](=[CH:3][C:2]([CH3:1])=[CH:10][CH:9]=2)[C:5](=[O:12])[C:6]1=[O:11])(=[O:17])[CH3:16]

参加物

6

反応物 4

HCID 7918Acetic AnhydrideHCID 118405-MethylisatinHCID 24758Sodium hydrideHCID 516892Sodium Bicarbonate

生成物 1

HCID 5399471H-Indole-2,3-dione, 1-acetyl-5-methyl-収率 47.6%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
0 °C

実験手順

With stirring at 0° C., 8.06 g (50.0 mmols) of 5-methylisatin was added by small portions to a solution of 2.00 g (50.0 mmols) of sodium hydride in toluene. While stirring under ice cooling, 4.7 ml (50.0 mmols) of acetic anhydride was dropwise added to the mixture followed by heating at 80° C. for further an hour with stirring. After completion of the reaction, an aqueous saturated sodium bicarbonate solution was added to the reaction mixture. The crystals were filtered, washed with water and dried to give 4.84 g (yield, 47%) of 1-acetyl-5-methylisatin.

後処理

  1. stirringWhile stirring under ice cooling
  2. temperatureby heating at 80° C. for further an hour
  3. stirringwith stirring
  4. customAfter completion of the reaction
  5. filtrationThe crystals were filtered
  6. washwashed with water
  7. customdried

出典と根拠

ORDレコード
ord-b0cbbbccef144c919960c98519e95613
出典データセット
uspto-grants-1993_09
特許番号
US05248684

関連ノート

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