2-Chloro-N-(4-methoxyphenyl)acetamide → 5-Hydroxyoxindole

HRID 1865188Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1865188
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([O:12]C)=[CH:8][CH:7]=1)=[O:4].[Cl-].[Cl-].[Cl-].[Al+3]>>[OH:12][C:9]1[CH:8]=[C:7]2[C:6](=[CH:11][CH:10]=1)[NH:5][C:3](=[O:4])[CH2:2]2

Komponenten

3

Edukt 2

HCID 311232-Chloro-N-(4-methoxyphenyl)acetamideHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 769555-Hydroxyoxindole

Reaktionsbedingungen

Temperatur
240 °C

Versuchsvorschrift

2-chloro-N-(4-methoxyphenyl)-acetamide (10 g) and Anhydrous aluminum trichloride (17 g) was heated to 120° C. for 15 minutes and then heated to 240° C. for 1 hour. The reaction was cooled to room temperature and quenched with ice water and Concentrate hydrochloride acid, and extracted with ethyl acetate (5×). Organic layers combined and dried over magnesium sulfate, filtered and concentrated in vacuo. The crude solid was flash chromatography (silica, ethyl acetate) to give product.

Aufarbeitung

  1. temperatureThe reaction was cooled to room temperature
  2. customquenched with ice water
  3. concentrationConcentrate hydrochloride acid
  4. extractionextracted with ethyl acetate (5×)
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo
  8. customto give product

Quellen und Nachweise

ORD-Eintrag
ord-e4bf43d92a1e4e518bca51260ff72643
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07626031B2

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