Hydrochloric Acid → 1-Phenyloxindole

HRID 751329

반응식

HRID 751329 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

HCID 3147871-Phenyloxindole수율 90%

시약·촉매·용매 2

HCID 174Ethylene Glycol용매HCID 962Water용매2회

반응 조건

온도
160 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3db108bdf9ab4cf4acff58245c1627ce
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07405300B2

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