1-(2,3-Dihydro-1H-indol-7-yl)ethan-1-one → 1-(1H-indol-7-yl)ethanone

HRID 414415

Reaktionsgleichung

Reaktionsgleichung von HRID 414415
[C:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:12]=1[NH:11][CH2:10][CH2:9]2)(=[O:3])[CH3:2]>[O-2].[O-2].[Mn+4].C(Cl)Cl>[C:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:12]=1[NH:11][CH:10]=[CH:9]2)(=[O:3])[CH3:2]

Komponenten

4

Edukt 1

HCID 136994211-(2,3-Dihydro-1H-indol-7-yl)ethan-1-one

Produkt 1

HCID 137705341-(1H-indol-7-yl)ethanoneAusbeute 76 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418406HCID 178418406, VerbindungKatalysator3×HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To 30 g. (0.186 mole) of 7-acetylindoline in 415 ml. of methylene chloride was added 48.5 g. (0.56 mole) of manganese dioxide and the mixture refluxed through a soxhlet filled with 4A molecular sieves for 22 hours. The mixture was cooled and an additional 48.5 g. of manganese dioxide was added. Fresh molecular sieves were added and the refluxing continued for 5 hours. The same amount of manganese dioxide and molecular sieves were added again and the refluxing was continued for one hour. The mixture was filtered and the filtrate concentrated to dryness. The residue was triturated with hexane and filtered, 22.57 g. (76% yield), m.p. 65°-66° C.

Aufarbeitung

  1. temperatureThe mixture was cooled
  2. additionFresh molecular sieves were added
  3. waitthe refluxing was continued for one hour
  4. filtrationThe mixture was filtered
  5. concentrationthe filtrate concentrated to dryness
  6. customThe residue was triturated with hexane
  7. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-2987f06fb0a04cb8b72d55deb7bbf38b
Quelldatensatz
uspto-grants-1988_12
Patentnummer
US04791129

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