Acetyl chloride → 1-Ethyl-5-acetyloxindole

HRID 236377

反応式

HRID 236377 の反応式
[C:1](Cl)(=[O:3])[CH3:2].[Cl-].[Al+3].[Cl-].[Cl-].[N+](C1C=CC=CC=1)([O-])=O.[CH2:18]([N:20]1[C:28]2[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:22][C:21]1=[O:29])[CH3:19]>>[CH2:18]([N:20]1[C:28]2[C:23](=[CH:24][C:25]([C:1](=[O:3])[CH3:2])=[CH:26][CH:27]=2)[CH2:22][C:21]1=[O:29])[CH3:19]

参加物

5

反応物 4

HCID 6367Acetyl chlorideHCID 7416NitrobenzeneHCID 66135N-EthyloxindoleHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 137705311-Ethyl-5-acetyloxindole収率 57.3%

反応条件

温度
45 °C

実験手順

To a mixture of 29.25 g. (0.373 mole) of acetyl chloride and 65.9 g. of aluminum chloride in 60 ml. of nitrobenzene was added gradually 20.0 (0.124 mole) of 1-ethyloxindole. The reaction warmed to about 45° C. with an evolution of gas. After stirring for one hour the reaction was heated to 100° C. for one hour and allowed to stir at room temperature over night. The reaction mixture was poured into 2 l. of ice with stirring. After 30 minutes the product was filtered, air dried and dissolved in 200 ml. of methylene chloride. The solution was dried over magnesium sulfate and concentrated to dryness. The residue was recrystallized from toluene, 14.44 g. (57.3% yield), m.p. 141°-145° C.

後処理

  1. additionTo a mixture of 29.25 g
  2. temperaturewas heated to 100° C. for one hour
  3. stirringto stir at room temperature over night
  4. additionThe reaction mixture was poured into 2 l
  5. stirringof ice with stirring
  6. filtrationAfter 30 minutes the product was filtered
  7. customair dried
  8. dissolutiondissolved in 200 ml
  9. dry with materialThe solution was dried over magnesium sulfate
  10. concentrationconcentrated to dryness
  11. customThe residue was recrystallized from toluene, 14.44 g

出典と根拠

ORDレコード
ord-cd5efd8eaf214fefa25af3f3f35f904d
出典データセット
uspto-grants-1987_02
特許番号
US04644005

関連ノート

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