Hydrochloric Acid → 1-Phenyloxindole

HRID 751329

反応式

HRID 751329 の反応式
[C:1]1([N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[C:9](=O)[C:8]2=[O:17])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[K+].O.NN.Cl>C(O)CO.O>[C:1]1([N:7]2[C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH2:9][C:8]2=[O:17])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 128841-PhenylisatinHCID 14797Potassium HydroxideHCID 24654Hydrazine hydrate (1:1)

生成物 1

HCID 3147871-Phenyloxindole収率 90%

試薬・触媒・溶媒 2

HCID 174Ethylene Glycol溶媒HCID 962Water溶媒2 回

反応条件

温度
160 °C

実験手順

To a solution of commercially available 1-phenyl-1H-indole-2,3-dione (10.10 g, 45.7 mmol) in ethylene glycol (125 mL) is added powdered potassium hydroxide (7.4 g, 112 mmol), hydrazine hydrate (16.35 mL) and water (4 mL). The reaction is heated to 160° C. for 1.5 hr after which it is cooled to room temperature, made acidic with conc. hydrochloric acid, diluted with water and the resulting solids are collected by filtration. The solid is washed with water, dissolved in dichloromethane, dried and the solvent removed to give the 1-phenyl-1H-indol-2-one (8.6 g, 90% yield) as a solid.

後処理

  1. temperatureis cooled to room temperature
  2. filtrationthe resulting solids are collected by filtration
  3. washThe solid is washed with water
  4. dissolutiondissolved in dichloromethane
  5. customdried
  6. customthe solvent removed

出典と根拠

ORDレコード
ord-3db108bdf9ab4cf4acff58245c1627ce
出典データセット
uspto-grants-2008_07
特許番号
US07405300B2

関連ノート

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